chore(docker): verify tool downloads and pin build inputs

Stage the recon binaries in a build-platform "tools" stage and verify each
release archive against the checksums file of its own GitHub release (exact
asset name, sha256), failing the build when the entry is missing or does not
match: nuclei v3.11.1, httpx v1.12.0, subfinder v2.17.0, katana v1.8.0,
ffuf v2.3.0, dalfox v3.2.4. sqlmap is cloned at tag 1.9.9 and checked
against commit cceda39208b5aad478de2c3f731df4239d9881f6 before .git is
removed. The runtime stage copies /out/ and /opt/sqlmap from that stage.

Install Node v22.23.4 from the official nodejs.org tarball verified against
SHASUMS256.txt instead of piping the NodeSource setup script into bash.

Pin @playwright/mcp@0.0.83, @playwright/cli@0.1.22 and playwright@1.64.1
instead of @latest.

amd64 and arm64 are mapped explicitly; any other architecture fails the
build. dalfox --version no longer ignores failures.

Carries over the Dockerfile part of #127 by stevenAthompson.

Dockerfile

@@ -43,51 +43,101 @@ RUN ARTEX_SKIP_FRONTEND=1 \
     ARTEX_BUILD_VERSION="${ARTEX_VERSION}" \
     bash ./build.sh --target "${TARGETOS:-linux}/${TARGETARCH:-amd64}"
 
-# ---------------------------------------------------------------- runtime ---
-FROM python:3.12-slim-bookworm
+# ------------------------------------------------------- third-party tools ---
+# Web-recon toolbox (drost-community take 1, #100): pinned release binaries, staged
+# on the build platform and copied into /usr/local/bin of the runtime image so hunt
+# workers can run them directly through their Bash tool. Versions pinned per tool;
+# upgrade deliberately. Each archive is verified against the checksums file of its
+# own GitHub release (exact asset name, sha256). That file comes from the same
+# release channel as the archive, so it catches corrupted or swapped downloads and
+# moved tags, not a compromised publisher. sqlmap has no release binaries: it is a
+# shallow clone of a pinned tag, checked against the expected commit.
+FROM --platform=$BUILDPLATFORM debian:bookworm-slim AS tools
 ARG TARGETARCH
-# Common tools: ripgrep / curl / vim, plus a set of recon staples (add/remove as needed).
-# Node 22.x comes from NodeSource: bookworm's apt nodejs is 18, Playwright requires >=20,
-# and 20 is end-of-life. 22 matches the CI and release workflows.
-RUN apt-get update && apt-get install -y --no-install-recommends \
-      ca-certificates ripgrep curl wget vim git jq unzip \
-      dnsutils iputils-ping netcat-openbsd inetutils-telnet whois nmap \
-    && curl -fsSL https://deb.nodesource.com/setup_22.x | bash - \
-    && apt-get install -y --no-install-recommends nodejs \
-    && rm -rf /var/lib/apt/lists/*
-# Web-recon toolbox (drost-community take 1, #100): pinned release binaries installed
-# into /usr/local/bin so hunt workers can run them directly through their Bash tool.
-# Versions pinned per tool; upgrade deliberately. sqlmap is a python checkout (no
-# release binaries) symlinked into PATH.
 ARG NUCLEI_VERSION=v3.11.1
 ARG HTTPX_VERSION=v1.12.0
 ARG SUBFINDER_VERSION=v2.17.0
 ARG KATANA_VERSION=v1.8.0
 ARG FFUF_VERSION=v2.3.0
 ARG DALFOX_VERSION=v3.2.4
+ARG SQLMAP_VERSION=1.9.9
+ARG SQLMAP_COMMIT=cceda39208b5aad478de2c3f731df4239d9881f6
+RUN apt-get update && apt-get install -y --no-install-recommends \
+      ca-certificates curl git unzip \
+    && rm -rf /var/lib/apt/lists/*
+RUN set -eux; \
+    case "${TARGETARCH:-amd64}" in \
+      amd64) PD_ARCH=amd64; FFUF_ARCH=amd64; DALFOX_ARCH=x86_64 ;; \
+      arm64) PD_ARCH=arm64; FFUF_ARCH=arm64; DALFOX_ARCH=aarch64 ;; \
+      *) echo "unsupported architecture: ${TARGETARCH}" >&2; exit 1 ;; \
+    esac; \
+    mkdir -p /out; \
+    fetch() { base="$1"; asset="$2"; sums="$3"; name="$4"; \
+      rm -rf /tmp/t; mkdir -p /tmp/t/x; \
+      curl -fsSL "$base/$asset" -o "/tmp/t/$asset"; \
+      curl -fsSL "$base/$sums" -o /tmp/t/sums.txt; \
+      want="$(awk -v a="$asset" '$2 == a || $2 == "*" a { print $1 }' /tmp/t/sums.txt)"; \
+      if [ -z "$want" ]; then echo "no checksum entry for $asset" >&2; exit 1; fi; \
+      got="$(sha256sum "/tmp/t/$asset" | cut -d' ' -f1)"; \
+      if [ "$want" != "$got" ]; then echo "checksum mismatch for $asset: want $want got $got" >&2; exit 1; fi; \
+      case "$asset" in *.zip) unzip -q "/tmp/t/$asset" -d /tmp/t/x ;; *) tar -xzf "/tmp/t/$asset" -C /tmp/t/x ;; esac; \
+      find /tmp/t/x -type f -name "$name" -exec install -m 0755 {} /out/ \; ; \
+      [ -x "/out/$name" ] || { echo "$name not found in $asset" >&2; exit 1; }; \
+      rm -rf /tmp/t; }; \
+    gh="https://github.com"; \
+    fetch "$gh/projectdiscovery/nuclei/releases/download/$NUCLEI_VERSION" \
+      "nuclei_${NUCLEI_VERSION#v}_linux_${PD_ARCH}.zip" "nuclei_${NUCLEI_VERSION#v}_checksums.txt" nuclei; \
+    fetch "$gh/projectdiscovery/httpx/releases/download/$HTTPX_VERSION" \
+      "httpx_${HTTPX_VERSION#v}_linux_${PD_ARCH}.zip" "httpx_${HTTPX_VERSION#v}_checksums.txt" httpx; \
+    fetch "$gh/projectdiscovery/subfinder/releases/download/$SUBFINDER_VERSION" \
+      "subfinder_${SUBFINDER_VERSION#v}_linux_${PD_ARCH}.zip" "subfinder_${SUBFINDER_VERSION#v}_checksums.txt" subfinder; \
+    fetch "$gh/projectdiscovery/katana/releases/download/$KATANA_VERSION" \
+      "katana_${KATANA_VERSION#v}_linux_${PD_ARCH}.zip" "katana-${KATANA_VERSION#v}-checksums.txt" katana; \
+    fetch "$gh/ffuf/ffuf/releases/download/$FFUF_VERSION" \
+      "ffuf_${FFUF_VERSION#v}_linux_${FFUF_ARCH}.tar.gz" "ffuf_${FFUF_VERSION#v}_checksums.txt" ffuf; \
+    fetch "$gh/hahwul/dalfox/releases/download/$DALFOX_VERSION" \
+      "dalfox-${DALFOX_VERSION}-linux-${DALFOX_ARCH}-musl.tar.gz" "dalfox-${DALFOX_VERSION}-linux-${DALFOX_ARCH}-musl.tar.gz.sha256" dalfox; \
+    git clone --quiet --depth 1 --branch "$SQLMAP_VERSION" https://github.com/sqlmapproject/sqlmap /opt/sqlmap; \
+    commit="$(git -C /opt/sqlmap rev-parse HEAD)"; \
+    if [ "$commit" != "$SQLMAP_COMMIT" ]; then echo "sqlmap commit mismatch: want $SQLMAP_COMMIT got $commit" >&2; exit 1; fi; \
+    rm -rf /opt/sqlmap/.git
+
+# ---------------------------------------------------------------- runtime ---
+FROM python:3.12-slim-bookworm
+ARG TARGETARCH
+# Common tools: ripgrep / curl / vim, plus a set of recon staples (add/remove as needed).
+RUN apt-get update && apt-get install -y --no-install-recommends \
+      ca-certificates ripgrep curl wget vim git jq unzip xz-utils \
+      dnsutils iputils-ping netcat-openbsd inetutils-telnet whois nmap \
+    && rm -rf /var/lib/apt/lists/*
+# Node 22 from the official nodejs.org tarball, verified against its SHASUMS256.txt:
+# bookworm's apt nodejs is 18, Playwright requires >=20, and 20 is end-of-life.
+# 22 matches the CI and release workflows.
+ARG NODE_VERSION=22.23.4
+RUN set -eux; \
+    case "${TARGETARCH:-amd64}" in \
+      amd64) NODE_ARCH=x64 ;; \
+      arm64) NODE_ARCH=arm64 ;; \
+      *) echo "unsupported architecture: ${TARGETARCH}" >&2; exit 1 ;; \
+    esac; \
+    base="https://nodejs.org/dist/v${NODE_VERSION}"; \
+    asset="node-v${NODE_VERSION}-linux-${NODE_ARCH}.tar.xz"; \
+    curl -fsSL "$base/$asset" -o "/tmp/$asset"; \
+    curl -fsSL "$base/SHASUMS256.txt" -o /tmp/SHASUMS256.txt; \
+    want="$(awk -v a="$asset" '$2 == a { print $1 }' /tmp/SHASUMS256.txt)"; \
+    if [ -z "$want" ]; then echo "no checksum entry for $asset" >&2; exit 1; fi; \
+    got="$(sha256sum "/tmp/$asset" | cut -d' ' -f1)"; \
+    if [ "$want" != "$got" ]; then echo "checksum mismatch for $asset: want $want got $got" >&2; exit 1; fi; \
+    tar -xJf "/tmp/$asset" -C /usr/local --strip-components=1 --no-same-owner; \
+    rm -f "/tmp/$asset" /tmp/SHASUMS256.txt; \
+    node --version; npm --version
+# Pinned, checksum-verified recon binaries and the sqlmap checkout from the tools stage.
+COPY --from=tools /out/ /usr/local/bin/
+COPY --from=tools /opt/sqlmap /opt/sqlmap
 RUN set -eux; \
-    base="https://github.com"; \
-    pd_fetch() { repo="$1"; ver="$2"; name="$3"; nov="${ver#v}"; \
-      curl -fsSL "$base/$repo/releases/download/$ver/${name}_${nov}_linux_${TARGETARCH}.zip" -o /tmp/t.zip \
-      && unzip -o -q /tmp/t.zip -d /tmp/td \
-      && find /tmp/td -type f -name "$name" -exec install -m 0755 {} /usr/local/bin/ \; \
-      && rm -rf /tmp/t.zip /tmp/td; }; \
-    case "$TARGETARCH" in amd64) FFUF_ARCH=amd64; DALFOX_ARCH=x86_64;; arm64) FFUF_ARCH=arm64; DALFOX_ARCH=aarch64;; esac; \
-    pd_fetch projectdiscovery/nuclei "$NUCLEI_VERSION" nuclei; \
-    pd_fetch projectdiscovery/httpx "$HTTPX_VERSION" httpx; \
-    pd_fetch projectdiscovery/subfinder "$SUBFINDER_VERSION" subfinder; \
-    pd_fetch projectdiscovery/katana "$KATANA_VERSION" katana; \
-    tar_fetch() { url="$1"; name="$2"; \
-      curl -fsSL "$url" -o /tmp/t.tgz \
-      && mkdir -p /tmp/td && tar -xzf /tmp/t.tgz -C /tmp/td \
-      && find /tmp/td -type f -name "$name" -exec install -m 0755 {} /usr/local/bin/ \; \
-      && rm -rf /tmp/t.tgz /tmp/td; }; \
-    tar_fetch "$base/ffuf/ffuf/releases/download/$FFUF_VERSION/ffuf_${FFUF_VERSION#v}_linux_${FFUF_ARCH}.tar.gz" ffuf; \
-    tar_fetch "$base/hahwul/dalfox/releases/download/$DALFOX_VERSION/dalfox-${DALFOX_VERSION}-linux-${DALFOX_ARCH}-musl.tar.gz" dalfox; \
-    git clone --depth 1 https://github.com/sqlmapproject/sqlmap /opt/sqlmap; \
     ln -s /opt/sqlmap/sqlmap.py /usr/local/bin/sqlmap; \
     nuclei -version >/dev/null; httpx -version; subfinder -version; katana -version; \
-    ffuf -V >/dev/null; dalfox --version >/dev/null 2>&1 || true; sqlmap --version >/dev/null
+    ffuf -V >/dev/null; dalfox --version >/dev/null; sqlmap --version >/dev/null
 
 # bbot recursive recon orchestrator (#117): blacklanternsecurity/bbot, AGPL-3.0
 # (same license as ARTEX; standalone CLI dependency, not linked code). Pinned
@@ -111,8 +161,11 @@ RUN set -eux; \
 # @playwright/cli: provides playwright-cli, verified with --help right after install.
 # Then install playwright (browser management) and preinstall chromium plus its system
 # dependencies via --with-deps, so MCP/CLI work on first start inside the container
-# without downloading browsers over the network.
-RUN npm install -g @playwright/mcp@latest @playwright/cli@latest playwright@latest \
+# without downloading browsers over the network. All three are pinned; upgrade deliberately.
+ARG PLAYWRIGHT_MCP_VERSION=0.0.83
+ARG PLAYWRIGHT_CLI_VERSION=0.1.22
+ARG PLAYWRIGHT_VERSION=1.64.1
+RUN npm install -g "@playwright/mcp@${PLAYWRIGHT_MCP_VERSION}" "@playwright/cli@${PLAYWRIGHT_CLI_VERSION}" "playwright@${PLAYWRIGHT_VERSION}" \
     && playwright-cli --help \
     && playwright install --with-deps chromium \
     && rm -rf /var/lib/apt/lists/*

agent/chat.go

@@ -128,13 +128,10 @@ func (c *ChatAgent) Chat(ctx context.Context, agentKey, sessionID, message strin
 		Provider:        c.prov,
 		SystemPrompt:    system,
 		DynamicBoundary: boundary,
-		Tools:           tools,
+		Tools:           withWebFetch(ctx, tools, c.proxyAddr, c.proxyCACert), // WebFetch: routed through the recording proxy for tracing; loads the proxy CA to verify MITM-resigned HTTPS certificates; every redirect hop is gated
 		DeferredTools:   def.Deferred,
 		UnlockSet:       def.Unlock,
 		PermissionMode:  permission.ModeBypass,
-		EnableWebFetch:  true, // routed through the recording proxy for tracing; loads the proxy CA to verify MITM-resigned HTTPS certificates
-		WebFetchProxy:   c.proxyAddr,
-		WebFetchCACert:  c.proxyCACert,
 		// Web search (optional). ddgs needs no key; brave-free needs BraveKey; tavily needs TavilyKey.
 		// WebSearchProxy is a dedicated egress proxy (http/https/socks5), unrelated to the traffic-recording MITM proxy; empty = direct.
 		EnableWebSearch:       ws.Enabled,

agent/mainagent.go

@@ -144,13 +144,10 @@ func (m *MainAgent) Chat(ctx context.Context, taskID int64, mainSeg int, as *db.
 		Provider:        m.prov,
 		SystemPrompt:    system,
 		DynamicBoundary: boundary,
-		Tools:           tools,
+		Tools:           withWebFetch(ctx, tools, m.proxyAddr, m.proxyCACert), // WebFetch: routed through the recording proxy for tracing; loads the proxy CA to verify MITM-resigned HTTPS certificates; every redirect hop is gated
 		DeferredTools:   def.Deferred,
 		UnlockSet:       def.Unlock,
 		PermissionMode:  permission.ModeBypass,
-		EnableWebFetch:  true, // routed through the recording proxy for tracing; loads the proxy CA to verify MITM-resigned HTTPS certificates
-		WebFetchProxy:   m.proxyAddr,
-		WebFetchCACert:  m.proxyCACert,
 		// Web search (optional). ddgs needs no key; brave-free needs BraveKey; tavily needs TavilyKey.
 		// WebSearchProxy is a dedicated egress proxy (http/https/socks5), unrelated to the traffic-recording MITM proxy; empty = direct.
 		EnableWebSearch:       m.webSearch.Enabled,

agent/planner.go

@@ -426,13 +426,10 @@ func (p *Planner) Plan(ctx context.Context, taskID int64, as *db.AssetStore, ts
 		Provider:        p.prov,
 		SystemPrompt:    system,
 		DynamicBoundary: boundary,
-		Tools:           tools,
+		Tools:           withWebFetch(ctx, tools, p.proxyAddr, p.proxyCACert), // WebFetch: route through the recording proxy for traceability; load the proxy CA to verify MITM-re-signed HTTPS certs; every redirect hop is gated
 		DeferredTools:   def.Deferred,
 		UnlockSet:       def.Unlock,
 		PermissionMode:  permission.ModeBypass,
-		EnableWebFetch:  true, // route through the recording proxy for traceability; load the proxy CA to verify MITM-re-signed HTTPS certs
-		WebFetchProxy:   p.proxyAddr,
-		WebFetchCACert:  p.proxyCACert,
 		// Web search (optional). ddgs needs no key; brave-free needs BraveKey; tavily needs TavilyKey.
 		// WebSearchProxy is a dedicated egress proxy (http/https/socks5), unrelated to the traffic-recording MITM proxy; empty = direct.
 		EnableWebSearch:       p.webSearch.Enabled,

agent/webfetch.go

@@ -0,0 +1,27 @@
+package agent
+
+import (
+	"context"
+
+	"github.com/Autumn-27/artex/intercept"
+	actool "github.com/Autumn-27/norma/tool"
+)
+
+// withWebFetch returns tools plus the WebFetch tool of an agent session. Every
+// agent kind builds WebFetch here, one tool per run, so that its configuration
+// can depend on the run: every redirect hop goes through the target gate
+// (intercept.RedirectCheck), and every connection through the pinned dialer
+// (intercept.PinnedDialer), on the client that uses proxy and on the direct
+// retry client alike. ctx is the context of the run: when it carries a target
+// scope the dialer never connects without one, and when that scope's gate is
+// on the direct retry is turned off for the run, since it would leave without
+// the proxy. The tool is added after the session's own tools, where agentcore
+// adds it, so the tool list keeps its order. caCert is the recording proxy's
+// CA, trusted to verify the HTTPS it re-signs. tools is not modified.
+func withWebFetch(ctx context.Context, tools []actool.CoreTool, proxy, caCert string) []actool.CoreTool {
+	scope, scoped := intercept.TargetScopeFromContext(ctx)
+	gated := scoped && scope.Enabled != nil && scope.Enabled()
+	webFetch := actool.NewWebFetch(actool.WebFetchConfig{Proxy: proxy, CACert: caCert, CheckRedirect: intercept.RedirectCheck("WebFetch"),
+		DialContext: intercept.PinnedDialer("WebFetch", scoped), DisableDirectRetry: gated})
+	return append(tools[:len(tools):len(tools)], webFetch)
+}

agent/webfetch_dialer_test.go

@@ -0,0 +1,262 @@
+package agent
+
+import (
+	"context"
+	"encoding/json"
+	"errors"
+	"fmt"
+	"net"
+	"net/http"
+	"net/http/httptest"
+	"net/netip"
+	"slices"
+	"strings"
+	"sync"
+	"sync/atomic"
+	"testing"
+
+	"github.com/Autumn-27/artex/db"
+	"github.com/Autumn-27/artex/guard"
+	"github.com/Autumn-27/artex/intercept"
+	actool "github.com/Autumn-27/norma/tool"
+)
+
+// Step 2.1: the WebFetch tool of every agent kind connects through the pinned
+// dialer. In a gated scope it reaches a target only at an address a pin holds.
+
+// tableResolver answers from a table and counts the lookups.
+type tableResolver struct {
+	mu      sync.Mutex
+	answers map[string][]string
+	n       int
+}
+
+func newTableResolver() *tableResolver { return &tableResolver{answers: map[string][]string{}} }
+
+func (r *tableResolver) Name() string { return "table" }
+
+func (r *tableResolver) LookupIPs(_ context.Context, host string) ([]netip.Addr, error) {
+	r.mu.Lock()
+	defer r.mu.Unlock()
+	r.n++
+	var out []netip.Addr
+	for _, ip := range r.answers[host] {
+		out = append(out, netip.MustParseAddr(ip))
+	}
+	if len(out) == 0 {
+		return nil, fmt.Errorf("no answer for %s", host)
+	}
+	return out, nil
+}
+
+func (r *tableResolver) set(host string, ips ...string) {
+	r.mu.Lock()
+	r.answers[host] = ips
+	r.mu.Unlock()
+}
+
+func (r *tableResolver) lookups() int {
+	r.mu.Lock()
+	defer r.mu.Unlock()
+	return r.n
+}
+
+// testDialer is the base dialer of the gate in these tests: it records every
+// address, connects the routed TEST-NET addresses to local listeners and a
+// loopback address to itself, and refuses the rest.
+type testDialer struct {
+	mu     sync.Mutex
+	routes map[string]string
+	dialed []string
+}
+
+func newTestDialer() *testDialer { return &testDialer{routes: map[string]string{}} }
+
+func (d *testDialer) route(addr, to string) {
+	d.mu.Lock()
+	d.routes[addr] = to
+	d.mu.Unlock()
+}
+
+func (d *testDialer) dial(ctx context.Context, network, addr string) (net.Conn, error) {
+	d.mu.Lock()
+	d.dialed = append(d.dialed, addr)
+	to, ok := d.routes[addr]
+	d.mu.Unlock()
+	if !ok && strings.HasPrefix(addr, "127.0.0.1:") {
+		to, ok = addr, true
+	}
+	if !ok {
+		return nil, &net.OpError{Op: "dial", Net: network, Err: errors.New("no route in the test dialer")}
+	}
+	return (&net.Dialer{}).DialContext(ctx, network, to)
+}
+
+func (d *testDialer) calls() []string {
+	d.mu.Lock()
+	defer d.mu.Unlock()
+	return slices.Clone(d.dialed)
+}
+
+// dialFixture is a gated scope on task taskID whose gate resolves through a
+// table and dials through a testDialer.
+func dialFixture(t *testing.T, d *db.DB, taskID string) (intercept.TargetScope, *tableResolver, *testDialer) {
+	t.Helper()
+	scope := gatedScope(t, d, taskID)
+	res, dialer := newTableResolver(), newTestDialer()
+	scope.Interceptor.SetResolver(res)
+	scope.Interceptor.SetBaseDialer(dialer.dial)
+	return scope, res, dialer
+}
+
+// listener is an HTTP server that counts its requests; port is its port.
+func listener(t *testing.T, body string) (addr, port string, hits *atomic.Int64) {
+	t.Helper()
+	hits = &atomic.Int64{}
+	srv := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		hits.Add(1)
+		w.Header().Set("Content-Type", "text/plain")
+		_, _ = w.Write([]byte(body))
+	}))
+	t.Cleanup(srv.Close)
+	addr = srv.Listener.Addr().String()
+	_, port, _ = net.SplitHostPort(addr)
+	return addr, port, hits
+}
+
+// runAgentKind runs one scripted WebFetch call with the agent kind on ctx.
+func runAgentKind(t *testing.T, kind string, f hookReachFixture, ctx context.Context, rawURL string) {
+	t.Helper()
+	prov := toolCallThenStop("WebFetch", fetchInputJSON(rawURL))
+	switch kind {
+	case "worker":
+		payload := map[string]any{"summary": "dial probe"}
+		intentID, err := f.ts.AddNode("intent", payload, 0, "running", "planner", nil)
+		if err != nil {
+			t.Fatal(err)
+		}
+		raw, _ := json.Marshal(payload)
+		w := NewWorker(prov, "test-model", f.workDir, nil, 0, 3)
+		if _, _, err := w.Execute(ctx, "work#1", f.expID, nil, f.ts, &db.Node{ID: intentID, Payload: raw}, passHooks{}, nil, nil, nil); err != nil {
+			t.Fatal(err)
+		}
+	case "planner":
+		p := NewPlanner(prov, "test-model", f.workDir, nil, 0, 3)
+		if _, _, err := p.Plan(ctx, f.expID, nil, f.ts, "probe goal", nil, passHooks{}, nil); err != nil {
+			t.Fatal(err)
+		}
+	case "mainagent":
+		m := NewMainAgent(prov, "test-model", f.workDir, nil, 0, 3)
+		if _, err := m.Chat(ctx, f.expID, 0, nil, f.ts, "probe goal", "status?", passHooks{}, nil, nil, nil, nil, nil); err != nil {
+			t.Fatal(err)
+		}
+	case "chat":
+		c := NewChatAgent(prov, "test-model", t.TempDir(), nil, 0)
+		c.SetGuard(guard.New())
+		if _, err := c.Chat(ctx, "assistant", "conv-dial-probe", "fetch it", 3, 0, false, nil); err != nil {
+			t.Fatal(err)
+		}
+	}
+}
+
+// Each agent kind's WebFetch reaches a pinned name at its pinned address, and
+// once the name answers another address it connects nowhere and asks. A fifth
+// agent kind built without the dialer fails this table once it is added to it.
+func TestWebFetchDialerWiredOnEveryAgentKind(t *testing.T) {
+	for _, kind := range []string{"worker", "planner", "mainagent", "chat"} {
+		t.Run(kind, func(t *testing.T) {
+			f := newHookReachFixture(t)
+			d := testDB(t)
+			t.Cleanup(func() { _ = d.Close() })
+			addr, port, hits := listener(t, "pinned-reached")
+			scope, res, dialer := dialFixture(t, d, f.taskID)
+			dialer.route("203.0.113.7:"+port, addr)
+			dialer.route("203.0.113.9:"+port, addr)
+			res.set("a.example", "203.0.113.7")
+			u := "http://a.example:" + port + "/"
+			pinTarget(t, d, scope, u)
+			ctx := intercept.WithTargetScope(t.Context(), scope)
+
+			runAgentKind(t, kind, f, ctx, u)
+			if hits.Load() != 1 || !slices.Equal(dialer.calls(), []string{"203.0.113.7:" + port}) {
+				t.Fatalf("pinned: hits=%d dialled %v, want the pinned address", hits.Load(), dialer.calls())
+			}
+			res.set("a.example", "203.0.113.9")
+			runAgentKind(t, kind, f, ctx, u)
+			if hits.Load() != 1 || len(dialer.calls()) != 1 {
+				t.Fatalf("address changed: hits=%d dialled %v, want nothing more", hits.Load(), dialer.calls())
+			}
+			if keys := openRedirectRequests(t, d, f.taskID); len(keys) != 1 || keys[0] != "a.example:"+port {
+				t.Fatalf("open requests = %v, want one for a.example:%s", keys, port)
+			}
+		})
+	}
+}
+
+// S2: through a proxy, the dialer is given the proxy's address, never the
+// target's. The proxy is a derived exemption: dialled as received, no lookup,
+// no row. The connection to the target is the proxy's (step 2.2 binds it).
+func TestWebFetchProxiedDialIsTheProxy(t *testing.T) {
+	d := testDB(t)
+	t.Cleanup(func() { _ = d.Close() })
+	f := newHookReachFixture(t)
+	scope, res, dialer := dialFixture(t, d, f.taskID)
+	proxy := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		_, _ = w.Write([]byte("via-proxy " + r.URL.Host))
+	}))
+	t.Cleanup(proxy.Close)
+	scope.Interceptor.SetDerivedExemptions(func() []string { return []string{proxy.URL} })
+	res.set("a.example", "203.0.113.7")
+	ctx := intercept.WithTargetScope(t.Context(), scope)
+
+	out, isErr := callWebFetch(t, ctx, proxy.URL, "http://a.example:8080/")
+	if isErr || !strings.Contains(out, "via-proxy a.example:8080") {
+		t.Fatalf("proxied fetch: error=%v out=%q", isErr, out)
+	}
+	if got := dialer.calls(); !slices.Equal(got, []string{proxy.Listener.Addr().String()}) || res.lookups() != 0 {
+		t.Fatalf("dialled %v after %d lookups, want the proxy only", got, res.lookups())
+	}
+	if keys := openRedirectRequests(t, d, f.taskID); len(keys) != 0 {
+		t.Fatalf("open requests = %v", keys)
+	}
+}
+
+// D-8: a run built with the gate off keeps its direct retry when the gate is
+// switched on during the run, and the retry goes through the pinned dialer: a
+// pinned target is dialled at its pinned address, an unpinned one nowhere.
+func TestWebFetchRetryAfterLiveSwitchIsPinned(t *testing.T) {
+	d := testDB(t)
+	t.Cleanup(func() { _ = d.Close() })
+	f := newHookReachFixture(t)
+	scope, res, dialer := dialFixture(t, d, f.taskID)
+	var on atomic.Bool
+	scope.Enabled = on.Load
+	scope.Interceptor.SetDerivedExemptions(func() []string { return []string{"http://127.0.0.1:1"} })
+	addr, port, hits := listener(t, "retry-reached")
+	dialer.route("203.0.113.7:"+port, addr)
+	dialer.route("203.0.113.8:"+port, addr)
+	res.set("a.example", "203.0.113.7")
+	res.set("b.example", "203.0.113.8")
+	ctx := intercept.WithTargetScope(t.Context(), scope)
+	tools := withWebFetch(ctx, nil, "http://127.0.0.1:1", "")
+
+	on.Store(true)
+	pinTarget(t, d, scope, "http://a.example:"+port+"/")
+	call := func(u string) (string, bool) {
+		r, err := tools[0].Call(ctx, json.RawMessage(fetchInputJSON(u)), &actool.ToolContext{})
+		if err != nil {
+			t.Fatal(err)
+		}
+		return r.Flatten(), r.IsError
+	}
+	if out, isErr := call("http://a.example:" + port + "/"); isErr || !strings.Contains(out, "retry-reached") || hits.Load() != 1 {
+		t.Fatalf("pinned target through the retry: error=%v out=%q", isErr, out)
+	}
+	if out, isErr := call("http://b.example:" + port + "/"); !isErr || !strings.Contains(out, intercept.TargetApprovalPending) || hits.Load() != 1 {
+		t.Fatalf("unpinned target through the retry: error=%v out=%q", isErr, out)
+	}
+	want := []string{"127.0.0.1:1", "203.0.113.7:" + port, "127.0.0.1:1"}
+	if got := dialer.calls(); !slices.Equal(got, want) {
+		t.Fatalf("dialled %v, want %v", got, want)
+	}
+}

agent/webfetch_redirect_test.go

@@ -0,0 +1,258 @@
+package agent
+
+import (
+	"context"
+	"encoding/json"
+	"fmt"
+	"net/http"
+	"net/http/httptest"
+	"net/url"
+	"strconv"
+	"strings"
+	"sync/atomic"
+	"testing"
+	"time"
+
+	"github.com/Autumn-27/artex/db"
+	"github.com/Autumn-27/artex/guard"
+	"github.com/Autumn-27/artex/intercept"
+	"github.com/Autumn-27/norma/llm"
+	actool "github.com/Autumn-27/norma/tool"
+)
+
+// Step 1.9: the WebFetch tool of every agent kind checks each redirect hop
+// against the target gate. With the gate off it follows redirects as before.
+// Step 2.1: in a gated scope WebFetch has no direct retry.
+
+// passHooks lets every tool call run.
+type passHooks struct{}
+
+func (passHooks) PreToolUse(context.Context, string, []byte) (bool, string, []byte) {
+	return false, "", nil
+}
+
+func (passHooks) PostToolUse(context.Context, string, []byte, []byte, bool) {}
+
+func (passHooks) Stop(context.Context, []llm.Message) (bool, []string, string) {
+	return false, nil, ""
+}
+
+// redirectPair is a server that redirects to a second one on another port of
+// 127.0.0.1, so the hop is another target (an IP literal: never resolved).
+type redirectPair struct {
+	start, final         string // URLs
+	startHits, finalHits *atomic.Int64
+	finalKey             string // host:port of the redirect target
+}
+
+func newRedirectPair(t *testing.T) redirectPair {
+	t.Helper()
+	p := redirectPair{startHits: &atomic.Int64{}, finalHits: &atomic.Int64{}}
+	final := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		p.finalHits.Add(1)
+		w.Header().Set("Content-Type", "text/plain")
+		_, _ = w.Write([]byte("redirect-target-reached"))
+	}))
+	t.Cleanup(final.Close)
+	start := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		p.startHits.Add(1)
+		http.Redirect(w, r, final.URL+"/final", http.StatusFound)
+	}))
+	t.Cleanup(start.Close)
+	u, _ := url.Parse(final.URL)
+	p.start, p.final, p.finalKey = start.URL+"/start", final.URL+"/final", u.Host
+	return p
+}
+
+// gatedScope is a gated target scope on task taskID, whose rows are removed
+// afterwards.
+func gatedScope(t *testing.T, d *db.DB, taskID string) intercept.TargetScope {
+	t.Helper()
+	t.Cleanup(func() { _, _ = d.Exec(`DELETE FROM intercept_pending WHERE task_id=$1`, taskID) })
+	return intercept.TargetScope{TaskID: taskID, Enabled: func() bool { return true },
+		WaitBound: intercept.DefaultTargetWaitBound, Interceptor: intercept.New(d)}
+}
+
+// openRedirectRequests returns the target keys of the open requests of task.
+func openRedirectRequests(t *testing.T, d *db.DB, taskID string) []string {
+	t.Helper()
+	rows, err := d.Query(`SELECT target_key FROM intercept_pending WHERE task_id=$1 AND status='pending' AND target_key IS NOT NULL ORDER BY id`, taskID)
+	if err != nil {
+		t.Fatal(err)
+	}
+	defer rows.Close()
+	var keys []string
+	for rows.Next() {
+		var k string
+		if err := rows.Scan(&k); err != nil {
+			t.Fatal(err)
+		}
+		keys = append(keys, k)
+	}
+	return keys
+}
+
+func fetchInputJSON(u string) string {
+	b, _ := json.Marshal(map[string]string{"url": u})
+	return string(b)
+}
+
+// Each agent kind runs a scripted WebFetch on a URL that redirects to a target
+// no pin covers. The hooks let the call run, so the hop is what the gate sees:
+// each kind must stop at the hop, leave the redirect target untouched and open
+// one request for it. A fifth agent kind added without the redirect policy
+// fails this table once it is added to it. The origin is pinned first: the
+// hooks never check it here, and the pinned dialer (step 2.1) connects only to
+// a pinned target.
+func TestWebFetchRedirectCheckWiredOnEveryAgentKind(t *testing.T) {
+	for _, kind := range []string{"worker", "planner", "mainagent", "chat"} {
+		t.Run(kind, func(t *testing.T) {
+			f := newHookReachFixture(t)
+			d := testDB(t)
+			t.Cleanup(func() { _ = d.Close() })
+			pair := newRedirectPair(t)
+			scope := gatedScope(t, d, f.taskID)
+			pinTarget(t, d, scope, pair.start)
+			ctx := intercept.WithTargetScope(t.Context(), scope)
+			prov := toolCallThenStop("WebFetch", fetchInputJSON(pair.start))
+
+			switch kind {
+			case "worker":
+				payload := map[string]any{"summary": "redirect probe"}
+				intentID, err := f.ts.AddNode("intent", payload, 0, "running", "planner", nil)
+				if err != nil {
+					t.Fatal(err)
+				}
+				raw, _ := json.Marshal(payload)
+				w := NewWorker(prov, "test-model", f.workDir, nil, 0, 3)
+				if _, _, err := w.Execute(ctx, "work#1", f.expID, nil, f.ts, &db.Node{ID: intentID, Payload: raw}, passHooks{}, nil, nil, nil); err != nil {
+					t.Fatal(err)
+				}
+			case "planner":
+				p := NewPlanner(prov, "test-model", f.workDir, nil, 0, 3)
+				if _, _, err := p.Plan(ctx, f.expID, nil, f.ts, "probe goal", nil, passHooks{}, nil); err != nil {
+					t.Fatal(err)
+				}
+			case "mainagent":
+				m := NewMainAgent(prov, "test-model", f.workDir, nil, 0, 3)
+				if _, err := m.Chat(ctx, f.expID, 0, nil, f.ts, "probe goal", "status?", passHooks{}, nil, nil, nil, nil, nil); err != nil {
+					t.Fatal(err)
+				}
+			case "chat":
+				c := NewChatAgent(prov, "test-model", t.TempDir(), nil, 0)
+				c.SetGuard(guard.New())
+				if _, err := c.Chat(ctx, "assistant", "conv-redirect-probe", "fetch it", 3, 0, false, nil); err != nil {
+					t.Fatal(err)
+				}
+			}
+
+			if pair.startHits.Load() != 1 {
+				t.Fatalf("the fetch did not run: %d hits on the origin", pair.startHits.Load())
+			}
+			if pair.finalHits.Load() != 0 {
+				t.Fatal("the redirect was followed to a target no pin covers")
+			}
+			if keys := openRedirectRequests(t, d, f.taskID); len(keys) != 1 || keys[0] != pair.finalKey {
+				t.Fatalf("open requests = %v, want one for %s", keys, pair.finalKey)
+			}
+		})
+	}
+}
+
+// In a gated scope the direct retry is off (D-8): with a proxy that refuses the
+// connection, the fetch fails with the proxy's error and never leaves without
+// it. The proxy is a derived exemption, so its dial asks for nothing.
+func TestWebFetchGatedScopeHasNoDirectRetry(t *testing.T) {
+	d := testDB(t)
+	t.Cleanup(func() { _ = d.Close() })
+	expID, err := d.CreateExploration("no direct retry probe", "a gated scope has no direct retry")
+	if err != nil {
+		t.Fatal(err)
+	}
+	t.Cleanup(func() { _, _ = d.Exec(`DELETE FROM explorations WHERE id=$1`, expID) })
+	taskID := fmt.Sprint(expID)
+	pair := newRedirectPair(t)
+	scope := gatedScope(t, d, taskID)
+	scope.Interceptor.SetDerivedExemptions(func() []string { return []string{"http://127.0.0.1:1"} })
+	ctx := intercept.WithTargetScope(t.Context(), scope)
+
+	out, isErr := callWebFetch(t, ctx, "http://127.0.0.1:1", pair.start)
+	if !isErr || !strings.Contains(out, "proxyconnect") || strings.Contains(out, "TARGET_") {
+		t.Fatalf("proxied fetch: error=%v out=%q, want the proxy's error", isErr, out)
+	}
+	if pair.startHits.Load() != 0 || pair.finalHits.Load() != 0 {
+		t.Fatalf("hits origin=%d target=%d, want no direct retry", pair.startHits.Load(), pair.finalHits.Load())
+	}
+	var requests int
+	if err := d.QueryRow(`SELECT count(*) FROM intercept_pending WHERE task_id=$1 AND target_key IS NOT NULL`, taskID).Scan(&requests); err != nil || requests != 0 {
+		t.Fatalf("%d requests, %v; want none", requests, err)
+	}
+}
+
+// With the gate off, or without a scope, WebFetch follows redirects as it did
+// with agentcore's own tool: to the end of the chain, and the same error after
+// 10 hops. No database.
+func TestWebFetchRedirectGateOffUnchanged(t *testing.T) {
+	loop := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		http.Redirect(w, r, r.URL.Path+"x", http.StatusFound)
+	}))
+	t.Cleanup(loop.Close)
+	for name, ctx := range map[string]context.Context{
+		"no scope": t.Context(),
+		"flag off": intercept.WithTargetScope(t.Context(), intercept.TargetScope{TaskID: "7", Enabled: func() bool { return false },
+			WaitBound: time.Minute, Interceptor: intercept.New(nil)}),
+	} {
+		pair := newRedirectPair(t)
+		for _, proxy := range []string{"", "http://127.0.0.1:1"} {
+			if out, isErr := callWebFetch(t, ctx, proxy, pair.start); isErr || !strings.Contains(out, "redirect-target-reached") {
+				t.Fatalf("%s, proxy %q: error=%v out=%q", name, proxy, isErr, out)
+			}
+		}
+		if pair.finalHits.Load() != 2 {
+			t.Fatalf("%s: %d hits on the redirect target, want 2", name, pair.finalHits.Load())
+		}
+		got, _ := callWebFetch(t, ctx, "", loop.URL+"/l")
+		want := actool.NewWebFetch(actool.WebFetchConfig{}).Call
+		res, err := want(ctx, json.RawMessage(fetchInputJSON(loop.URL+"/l")), &actool.ToolContext{})
+		if err != nil || got != res.Flatten() || !strings.Contains(got, "stopped after 10 redirects") {
+			t.Fatalf("%s: redirect loop: %q, want agentcore's %q", name, got, res.Flatten())
+		}
+	}
+}
+
+// pinTarget opens the request for the target of rawURL in scope and approves
+// it, as a click on the approval card does.
+func pinTarget(t *testing.T, d *db.DB, scope intercept.TargetScope, rawURL string) {
+	t.Helper()
+	ic, input := scope.Interceptor, []byte(fetchInputJSON(rawURL))
+	reqs, res := ic.CheckTargets(t.Context(), scope, "WebFetch", input)
+	if res.Code != "" || len(reqs) != 1 {
+		t.Fatalf("%s: requests=%+v result=%+v, want one request", rawURL, reqs, res)
+	}
+	scope.WaitBound = 0
+	if res = ic.RequestTargets(t.Context(), scope, "WebFetch", input, reqs, nil); res.Code != intercept.TargetApprovalPending || res.PendingID == 0 {
+		t.Fatalf("%s: request = %+v", rawURL, res)
+	}
+	if err := ic.Decide(res.PendingID, true, "test", "192.0.2.1"); err != nil {
+		t.Fatal(err)
+	}
+	taskID, err := strconv.ParseInt(scope.TaskID, 10, 64)
+	if err != nil {
+		t.Fatal(err)
+	}
+	t.Cleanup(func() { _, _ = d.Exec(`DELETE FROM target_pins WHERE task_id=$1`, taskID) })
+}
+
+// callWebFetch runs the WebFetch tool the agents build, with proxy.
+func callWebFetch(t *testing.T, ctx context.Context, proxy, u string) (string, bool) {
+	t.Helper()
+	tools := withWebFetch(ctx, nil, proxy, "")
+	if len(tools) != 1 || tools[0].Name() != "WebFetch" {
+		t.Fatalf("withWebFetch built %d tools", len(tools))
+	}
+	res, err := tools[0].Call(ctx, json.RawMessage(fetchInputJSON(u)), &actool.ToolContext{})
+	if err != nil {
+		t.Fatal(err)
+	}
+	return res.Flatten(), res.IsError
+}

agent/worker.go

@@ -482,16 +482,14 @@ func (w *Worker) execute(ctx context.Context, name string, taskID int64, as *db.
 		Provider:        w.prov,
 		SystemPrompt:    system,
 		DynamicBoundary: boundary,
-		Tools:           tools,
+		Tools:           withWebFetch(ctx, tools, w.proxyAddr, w.proxyCACert),
 		DeferredTools:   def.Deferred,
 		UnlockSet:       def.Unlock,
 		PermissionMode:  permission.ModeBypass,
-		// WebFetch goes through the recording proxy, so its HTTP is recorded just like
-		// curl; loading the proxy CA lets MITM-re-signed HTTPS certs [verify normally]
-		// (rather than disabling verification). Direct when proxy is empty.
-		EnableWebFetch: true,
-		WebFetchProxy:  w.proxyAddr,
-		WebFetchCACert: w.proxyCACert,
+		// WebFetch (added to Tools above) goes through the recording proxy, so its
+		// HTTP is recorded just like curl; loading the proxy CA lets MITM-re-signed
+		// HTTPS certs [verify normally] (rather than disabling verification). Direct
+		// when proxy is empty. Every redirect hop goes through the target gate.
 		// Web search (optional). ddgs needs no key; brave-free needs BraveKey; tavily needs TavilyKey.
 		// WebSearchProxy is a dedicated egress proxy (http/https/socks5), unrelated to the traffic-recording MITM proxy; empty = direct.
 		EnableWebSearch:       w.webSearch.Enabled,

db/intercept_detail.go

@@ -76,6 +76,9 @@ type InterceptTarget struct {
 	// ExemptVoid: a stored exemption names this target, and did not apply because
 	// the name resolved to a private, loopback or otherwise local address.
 	ExemptVoid bool `json:"exempt_void,omitempty"`
+	// RedirectFrom: the origin (host:port) of the redirect hop that led to this
+	// target; empty when the call named the target itself.
+	RedirectFrom string `json:"redirect_from,omitempty"`
 }
 
 type InterceptDetail struct {

go.mod

@@ -61,4 +61,4 @@ require (
 	modernc.org/memory v1.11.0 // indirect
 )
 
-replace github.com/Autumn-27/norma => github.com/BaaRai/Norma v0.4.6
+replace github.com/Autumn-27/norma => github.com/BaaRai/Norma v0.4.8

go.sum

@@ -1,5 +1,5 @@
-github.com/BaaRai/Norma v0.4.6 h1:sEm58Gx7gw+UU/05aHZBZ+Xqm5dMYiuSQpc1aXnbElc=
-github.com/BaaRai/Norma v0.4.6/go.mod h1:BudWrf7iHl96FgHqFr/HwN3mKYmGjJDt+xL2ZHXfFZw=
+github.com/BaaRai/Norma v0.4.8 h1:k3at2aYSJ6aIDjEo7tC4VDSLBHXw2HobYjpKChVe6hI=
+github.com/BaaRai/Norma v0.4.8/go.mod h1:BudWrf7iHl96FgHqFr/HwN3mKYmGjJDt+xL2ZHXfFZw=
 github.com/andybalholm/brotli v1.2.1 h1:R+f5xP285VArJDRgowrfb9DqL18yVK0gKAW/F+eTWro=
 github.com/andybalholm/brotli v1.2.1/go.mod h1:rzTDkvFWvIrjDXZHkuS16NPggd91W3kUSvPlQ1pLaKY=
 github.com/asaskevich/govalidator v0.0.0-20230301143203-a9d515a09cc2 h1:DklsrG3dyBCFEj5IhUbnKptjxatkF07cF2ak3yi77so=

intercept/intercept.go

@@ -16,6 +16,7 @@ import (
 	"encoding/json"
 	"errors"
 	"fmt"
+	"net"
 	"regexp"
 	"strconv"
 	"strings"
@@ -190,6 +191,9 @@ type Interceptor struct {
 	targets  targetStore
 	resolve  *resolveCache
 	firstUse sync.Map
+	// dial is the base dialer of PinnedDialer: every connection it lets through
+	// is opened here. See SetBaseDialer.
+	dial func(ctx context.Context, network, addr string) (net.Conn, error)
 }
 
 // SetUpstreamProxyCheck installs the function that reports whether an upstream
@@ -220,7 +224,7 @@ var defaultEnabledTools = []string{
 // first use.
 func New(d *db.DB) *Interceptor {
 	return &Interceptor{db: d, pending: newPendingManager(),
-		targets: dbTargetStore{d}, resolve: newResolveCache(systemResolver{})}
+		targets: dbTargetStore{d}, resolve: newResolveCache(systemResolver{}), dial: baseDial}
 }
 
 // Invalidate clears the in-memory rule cache and the enabled-tools cache.

intercept/target_dial.go

@@ -0,0 +1,180 @@
+package intercept
+
+import (
+	"context"
+	"encoding/json"
+	"fmt"
+	"net"
+	"net/netip"
+	"strconv"
+	"strings"
+	"time"
+)
+
+// The HTTP clients the platform owns (WebFetch and the custom http tool)
+// connect through PinnedDialer. The hook, the rendered-URL gate and the
+// redirect policy decide on a URL, and the client then resolves the name again
+// on its own when it connects: a name can answer differently in between. In a
+// gated scope the dialer takes a second, independent decision on the address
+// it is asked to connect to (the target of the call, of a redirect hop, or a
+// proxy). It resolves the name afresh, compares the answer with the pins, and
+// connects only to the addresses it compared, never to the name. It never
+// waits: an address no pin covers finds or opens the approval request and
+// fails the connection at once with TARGET_APPROVAL_PENDING.
+
+// baseDial opens a connection with the dialer settings of http.DefaultTransport.
+var baseDial = (&net.Dialer{Timeout: 30 * time.Second, KeepAlive: 30 * time.Second}).DialContext
+
+// PinnedDialer returns the DialContext of a platform-owned HTTP client run by
+// the tool toolName. The scope is read from the context net/http passes to the
+// dial, which carries the values of the request's context: the scope the hook,
+// the rendered-URL gate and the redirect policy read.
+//
+// scoped is whether the client was built for a session with a target scope.
+// Such a client never dials without one: a scope missing at the dial means the
+// context value was lost on the way, and the dial fails with
+// TARGET_GATE_UNAVAILABLE. A client built without a scope (the operator's test
+// endpoint) dials as before, and so does every client while the gate is off.
+func PinnedDialer(toolName string, scoped bool) func(ctx context.Context, network, addr string) (net.Conn, error) {
+	return func(ctx context.Context, network, addr string) (net.Conn, error) {
+		scope, ok := TargetScopeFromContext(ctx)
+		switch {
+		case !ok && scoped:
+			return nil, &dialError{code: TargetGateUnavailable, target: addr, reason: "the target scope of the session did not reach the connection"}
+		case !ok:
+			return baseDial(ctx, network, addr)
+		case scope.Enabled == nil || !scope.Enabled():
+			if scope.Interceptor != nil {
+				return scope.Interceptor.baseDialer()(ctx, network, addr)
+			}
+			return baseDial(ctx, network, addr)
+		case scope.Interceptor == nil:
+			return nil, &dialError{code: TargetGateUnavailable, target: addr, reason: "the session's target scope carries no gate"}
+		}
+		return scope.Interceptor.dialTarget(ctx, scope, toolName, network, addr)
+	}
+}
+
+// GateOn reports whether ctx carries a target scope whose gate is on.
+func GateOn(ctx context.Context) bool {
+	_, on := renderedScope(ctx)
+	return on
+}
+
+func (i *Interceptor) baseDialer() func(ctx context.Context, network, addr string) (net.Conn, error) {
+	i.mu.RLock()
+	defer i.mu.RUnlock()
+	return i.dial
+}
+
+// dialTarget decides one connection of a gated scope and opens it. The asset
+// block rules, exemptions and pins are those of the hook, on the target the
+// address names, with a fresh lookup. URL rules are not matched: they ran on
+// the URL at the hook and on each hop in RedirectCheck.
+//
+// A derived exemption, and a pin that is name-only for this connection, dial
+// the address as received. A stored exemption that holds, and a pin that
+// holds every address of the lookup, dial those addresses and nothing else.
+func (i *Interceptor) dialTarget(ctx context.Context, scope TargetScope, toolName, network, addr string) (net.Conn, error) {
+	input, _ := json.Marshal(map[string]string{"dial": addr})
+	ctx = WithCall(ctx, toolName, input)
+	t, err := addrTarget(network, addr)
+	if err != nil {
+		res := undeterminedTarget(ctx, scope, toolName, input, "the address of the connection could not be read ("+err.Error()+")")
+		return nil, &dialError{code: res.Code, target: addr, reason: res.Reason}
+	}
+	blocked := func(res TargetResult) error {
+		return &dialError{code: res.Code, target: t.String(), reason: res.Reason}
+	}
+	c := &targetCheck{i: i, ctx: ctx, scope: scope, tool: toolName, input: input, fresh: true}
+	unpinned, res := c.run([]Target{t})
+	if res.Code != "" {
+		return nil, blocked(res)
+	}
+	if len(unpinned) > 0 {
+		// Wait bound 0: the request is found or created, and the dial does not wait.
+		scope.WaitBound = 0
+		res = i.RequestTargets(ctx, scope, toolName, input, unpinned, nil)
+		if res.Code == TargetApprovalPending {
+			res.Reason = notCovered(unpinned[0], scope)
+		}
+		return nil, blocked(res)
+	}
+	switch ct := c.checked[0]; ct.cover {
+	case coverDerived, coverNameOnly:
+		return i.baseDialer()(ctx, network, addr)
+	default:
+		return i.dialAddrs(ctx, network, ct.ips, t.Port)
+	}
+}
+
+// addrTarget reads the address net/http dials, host:port with the host in
+// ASCII form and the port always written, as the target urlTarget reads from
+// the URL.
+func addrTarget(network, addr string) (Target, error) {
+	switch network {
+	case "tcp", "tcp4", "tcp6":
+	default:
+		return Target{}, fmt.Errorf("network %q is not tcp", network)
+	}
+	host, port, err := net.SplitHostPort(addr)
+	if err != nil {
+		return Target{}, err
+	}
+	kind, h, ok := normalizeHost(host, true)
+	if !ok || kind == TargetCIDR {
+		return Target{}, fmt.Errorf("host %q", host)
+	}
+	t := Target{Kind: kind, Host: h, Port: validPort(port)}
+	if t.Port == 0 {
+		return Target{}, fmt.Errorf("port %q", port)
+	}
+	return t, nil
+}
+
+// dialAddrs connects to the addresses the decision compared, in their canonical
+// order: the first that accepts wins. An address of the wrong family for tcp4
+// or tcp6 is skipped. When every attempt fails, the last error is returned.
+func (i *Interceptor) dialAddrs(ctx context.Context, network string, ips []string, port int) (net.Conn, error) {
+	dial := i.baseDialer()
+	var last error = &net.AddrError{Err: "no suitable address found", Addr: strings.Join(ips, ", ")}
+	for _, ip := range ips {
+		a, err := netip.ParseAddr(ip)
+		if err != nil || network == "tcp4" && !a.Is4() || network == "tcp6" && !a.Is6() {
+			continue
+		}
+		conn, err := dial(ctx, network, net.JoinHostPort(ip, strconv.Itoa(port)))
+		if err == nil {
+			return conn, nil
+		}
+		last = err
+	}
+	return nil, last
+}
+
+// notCovered says why a connection needs an approval: the addresses the dial
+// resolved, and the pin they fall outside of.
+func notCovered(r TargetRequest, scope TargetScope) string {
+	if r.Pin != nil {
+		return fmt.Sprintf("%s now resolves to %s, outside pin v%d (%s) of %s",
+			r.Host, strings.Join(r.ResolvedIPs, ", "), r.Pin.Version, strings.Join(r.Pin.PinnedIPs, ", "), scope.scopeName())
+	}
+	if r.Kind != TargetDomain {
+		return fmt.Sprintf("%s is not approved for %s", r.Host, scope.scopeName())
+	}
+	return fmt.Sprintf("%s resolves to %s and is not approved for %s", r.Host, strings.Join(r.ResolvedIPs, ", "), scope.scopeName())
+}
+
+// dialError is what PinnedDialer returns for a connection it does not open.
+// Both clients hand the error to the model as the tool result.
+type dialError struct {
+	code, target, reason string
+}
+
+func (e *dialError) Error() string {
+	msg := "[ARTEX platform control, not target defense] " + e.code + ": the connection to " + e.target + " was not opened: " + e.reason + "."
+	if e.code == TargetApprovalPending {
+		msg += " An approval was requested. Retry the same call after the approval."
+	}
+	return msg + " Do not fetch the target with another tool or by its address."
+}

intercept/target_dial_pg_test.go

@@ -0,0 +1,336 @@
+package intercept
+
+import (
+	"context"
+	"net"
+	"net/http/httptest"
+	"slices"
+	"strings"
+	"sync"
+	"sync/atomic"
+	"testing"
+	"time"
+
+	"github.com/Autumn-27/artex/db"
+)
+
+// Step 2.1 against PostgreSQL: a connection no pin covers at the dial opens or
+// finds the durable request, connects nowhere, and fails at once.
+
+// pgDialGate is a gate on d with a fake resolver and a recording base dialer.
+func pgDialGate(t *testing.T, d *db.DB) (*Interceptor, *fakeResolver, *dialRecorder) {
+	t.Helper()
+	ic, res := pgGate(t, d)
+	rec := newDialRecorder()
+	ic.SetBaseDialer(rec.dial)
+	return ic, res, rec
+}
+
+// openTarget returns the audit target of the single open request of scope.
+func openTarget(t *testing.T, d *db.DB, scope TargetScope) (*db.InterceptDetail, db.InterceptTarget) {
+	t.Helper()
+	ids := openRows(t, d, scope)
+	if len(ids) != 1 {
+		t.Fatalf("open requests = %v, want one", ids)
+	}
+	detail, err := d.GetInterceptDetail(ids[0])
+	if err != nil || detail == nil || detail.Audit == nil || len(detail.Audit.Targets) != 1 {
+		t.Fatalf("request detail = %+v, %v", detail, err)
+	}
+	return detail, detail.Audit.Targets[0]
+}
+
+// The failure test: the check passes on the pinned address, the name answers
+// another one before the dial, and the call connects nowhere: not to the old
+// address, not to the new one. One new_ip request shows both; once approved,
+// the same call connects to the new address.
+func TestPinAddressChangedBetweenCheckAndDialNotReachable(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res, rec := pgDialGate(t, d)
+	srv, hits, port := pinnedServer(t, "rebound")
+	rec.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	rec.route("203.0.113.9:"+port, srv.Listener.Addr().String())
+	res.set("app.example.com", "203.0.113.7")
+	scope := taskScope(t, d, ic, time.Minute)
+	ctx := WithTargetScope(t.Context(), scope)
+	u := "http://app.example.com:" + port + "/"
+	pinURL(t, d, ic, scope, u)
+	mustPass(t, "the check", ic, scope, u)
+
+	res.set("app.example.com", "203.0.113.9")
+	began := time.Now()
+	_, err := get(ctx, pinnedClient(true), u)
+	want := "TARGET_APPROVAL_PENDING: the connection to app.example.com:" + port + " was not opened: app.example.com now resolves to 203.0.113.9, outside pin v1 (203.0.113.7) of task " + scope.TaskID
+	if err == nil || !strings.Contains(err.Error(), want) || !strings.Contains(err.Error(), "Retry the same call after the approval") {
+		t.Fatalf("dial after the rebind: %v", err)
+	}
+	if elapsed := time.Since(began); elapsed > 10*time.Second {
+		t.Fatalf("the dial waited %v", elapsed)
+	}
+	if got := rec.calls(); len(got) != 0 || hits.Load() != 0 {
+		t.Fatalf("dialled %v, hits %d; want nothing", got, hits.Load())
+	}
+	detail, tgt := openTarget(t, d, scope)
+	if tgt.Reason != "new_ip" || !slices.Equal(tgt.ResolvedIPs, []string{"203.0.113.9"}) || tgt.PinVersion != 1 ||
+		!slices.Equal(tgt.PinnedIPs, []string{"203.0.113.7"}) || detail.ToolName != "WebFetch" || !strings.Contains(string(detail.ToolInput), `"dial": "app.example.com:`+port+`"`) {
+		t.Fatalf("request = %+v, target %+v", detail, tgt)
+	}
+
+	approveAll(t, d, ic, scope)
+	if body, err := get(ctx, pinnedClient(true), u); err != nil || body != "rebound" {
+		t.Fatalf("after the approval: %q, %v", body, err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.9:" + port}) {
+		t.Fatalf("dialled %v, want the new address", got)
+	}
+	if ps := pins(t, d, scope); len(ps) != 2 || ps[0].Version != 2 || !slices.Equal(ps[0].PinnedIPs, []string{"203.0.113.7", "203.0.113.9"}) {
+		t.Fatalf("pins = %+v, want v2 with both addresses", ps)
+	}
+}
+
+// One address outside the pin is enough: nothing is dialled, not even the
+// pinned one.
+func TestPinnedDialPartialOverlapNotReachable(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res, rec := pgDialGate(t, d)
+	res.set("app.example.com", "203.0.113.7")
+	scope := taskScope(t, d, ic, time.Minute)
+	pinURL(t, d, ic, scope, "https://app.example.com/")
+	res.set("app.example.com", "203.0.113.7", "203.0.113.8")
+	_, err := PinnedDialer("WebFetch", true)(WithTargetScope(t.Context(), scope), "tcp", "app.example.com:443")
+	if err == nil || !strings.Contains(err.Error(), TargetApprovalPending) || len(rec.calls()) != 0 {
+		t.Fatalf("dial: %v, dialled %v", err, rec.calls())
+	}
+	if _, tgt := openTarget(t, d, scope); tgt.Reason != "new_ip" || !slices.Equal(tgt.ResolvedIPs, []string{"203.0.113.7", "203.0.113.8"}) {
+		t.Fatalf("request target %+v", tgt)
+	}
+}
+
+// A pin revoked between the check and the dial connects nowhere and asks again.
+func TestPinnedDialRevokedBetweenCheckAndDial(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res, rec := pgDialGate(t, d)
+	res.set("app.example.com", "203.0.113.7")
+	scope := taskScope(t, d, ic, time.Minute)
+	pinURL(t, d, ic, scope, "https://app.example.com/")
+	mustPass(t, "the check", ic, scope, "https://app.example.com/")
+	ps := pins(t, d, scope)
+	if _, err := d.RevokeTargetPin(scope.dbRef(t), ps[0].ID); err != nil {
+		t.Fatal(err)
+	}
+	_, err := PinnedDialer("WebFetch", true)(WithTargetScope(t.Context(), scope), "tcp", "app.example.com:443")
+	if err == nil || !strings.Contains(err.Error(), TargetApprovalPending) || !strings.Contains(err.Error(), "is not approved for task") || len(rec.calls()) != 0 {
+		t.Fatalf("dial: %v, dialled %v", err, rec.calls())
+	}
+	if _, tgt := openTarget(t, d, scope); tgt.Reason != "no_pin" {
+		t.Fatalf("request target %+v", tgt)
+	}
+}
+
+// A stored exemption is dialled at the addresses the dial resolved and found
+// public; the same name on a private address is void at the dial, and with no
+// pin it asks, connecting nowhere.
+func TestPinnedDialStoredExemptionDialsCheckedAddresses(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res, rec := pgDialGate(t, d)
+	srv, _, port := pinnedServer(t, "package")
+	rec.route("198.51.100.20:"+port, srv.Listener.Addr().String())
+	rec.route("10.0.0.5:"+port, srv.Listener.Addr().String())
+	storedExemptions(t, d, db.TargetExemption{Host: "pkg.example", Port: atoiPort(t, port)})
+	scope := taskScope(t, d, ic, time.Minute)
+	ctx := WithTargetScope(t.Context(), scope)
+	u := "http://pkg.example:" + port + "/"
+
+	res.set("pkg.example", "198.51.100.20")
+	if body, err := get(ctx, pinnedClient(true), u); err != nil || body != "package" {
+		t.Fatalf("exempt fetch: %q, %v", body, err)
+	}
+	res.set("pkg.example", "10.0.0.5")
+	if _, err := get(ctx, pinnedClient(true), u); err == nil || !strings.Contains(err.Error(), TargetApprovalPending) {
+		t.Fatalf("void exemption: %v", err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"198.51.100.20:" + port}) {
+		t.Fatalf("dialled %v, want the checked public address only", got)
+	}
+	if _, tgt := openTarget(t, d, scope); !tgt.ExemptVoid || tgt.Reason != "no_pin" {
+		t.Fatalf("request target %+v, want a void exemption", tgt)
+	}
+}
+
+// A pinned IP literal is dialled as written, never resolved; a name that
+// resolves to the same address is another target, not covered (D22).
+func TestPinnedDialIPLiteralPin(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res, rec := pgDialGate(t, d)
+	srv, _, port := pinnedServer(t, "literal")
+	rec.route("198.51.100.7:"+port, srv.Listener.Addr().String())
+	scope := taskScope(t, d, ic, time.Minute)
+	ctx := WithTargetScope(t.Context(), scope)
+	pinURL(t, d, ic, scope, "http://198.51.100.7:"+port+"/")
+	if body, err := get(ctx, pinnedClient(true), "http://198.51.100.7:"+port+"/"); err != nil || body != "literal" {
+		t.Fatalf("literal: %q, %v", body, err)
+	}
+	if res.total() != 0 {
+		t.Fatalf("%d lookups for an IP literal", res.total())
+	}
+	res.set("lit.example", "198.51.100.7")
+	if _, err := get(ctx, pinnedClient(true), "http://lit.example:"+port+"/"); err == nil || !strings.Contains(err.Error(), TargetApprovalPending) {
+		t.Fatalf("a name on the pinned address: %v", err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"198.51.100.7:" + port}) {
+		t.Fatalf("dialled %v", got)
+	}
+}
+
+// Port precedence as at the check: a (host, 0) pin covers any port; a
+// (host, 443) pin does not cover port 80.
+func TestPinnedDialPortPrecedence(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res, rec := pgDialGate(t, d)
+	srv, _, _ := pinnedServer(t, "any-port")
+	rec.route("203.0.113.7:8443", srv.Listener.Addr().String())
+	res.set("app.example.com", "203.0.113.7")
+	res.set("web.example.com", "203.0.113.8")
+	scope := taskScope(t, d, ic, time.Minute)
+	ctx := WithTargetScope(t.Context(), scope)
+
+	// A URL of a scheme without a default port declares no port: its pin is (host, 0).
+	pinURL(t, d, ic, scope, "ssh://app.example.com/")
+	if ps := pins(t, d, scope); len(ps) != 1 || ps[0].Port != 0 {
+		t.Fatalf("pins = %+v, want one on (app.example.com, 0)", ps)
+	}
+	pinURL(t, d, ic, scope, "https://web.example.com/")
+
+	conn, err := PinnedDialer("WebFetch", true)(ctx, "tcp", "app.example.com:8443")
+	if err != nil {
+		t.Fatalf("(host, 0) pin, port 8443: %v", err)
+	}
+	conn.Close()
+	if _, err := PinnedDialer("WebFetch", true)(ctx, "tcp", "web.example.com:80"); err == nil || !strings.Contains(err.Error(), TargetApprovalPending) {
+		t.Fatalf("(host, 443) pin, port 80: %v", err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.7:8443"}) {
+		t.Fatalf("dialled %v", got)
+	}
+	if _, tgt := openTarget(t, d, scope); tgt.Host != "web.example.com" || tgt.Port != 80 || tgt.Reason != "no_pin" {
+		t.Fatalf("request target %+v, want web.example.com:80", tgt)
+	}
+}
+
+// D-5: a redirect hop is checked by the redirect policy and then dialled
+// against the pin of the hop's (host, port), never the origin's.
+func TestRedirectHopDialledAgainstHopPinNotOrigin(t *testing.T) {
+	d := targetTestDB(t)
+	final, finalHits, finalPort := pinnedServer(t, "hop-b")
+	start, _, startPort := hopRedirect(t, "http://b.example:"+finalPort+"/final")
+	aURL, bURL := "http://a.example:"+startPort+"/start", "http://b.example:"+finalPort+"/"
+	setup := func(t *testing.T, pinB bool) (context.Context, TargetScope, *fakeResolver, *dialRecorder) {
+		ic, res, rec := pgDialGate(t, d)
+		rec.route("203.0.113.1:"+startPort, start.Listener.Addr().String())
+		rec.route("203.0.113.2:"+finalPort, final.Listener.Addr().String())
+		// Were the hop dialled at the origin's address, it would reach b as well.
+		rec.route("203.0.113.1:"+finalPort, final.Listener.Addr().String())
+		res.set("a.example", "203.0.113.1")
+		res.set("b.example", "203.0.113.2")
+		scope := taskScope(t, d, ic, time.Minute)
+		pinURL(t, d, ic, scope, aURL)
+		if pinB {
+			pinURL(t, d, ic, scope, bURL)
+		}
+		return WithTargetScope(t.Context(), scope), scope, res, rec
+	}
+
+	t.Run("each hop at its own pin", func(t *testing.T) {
+		ctx, _, _, rec := setup(t, true)
+		before := finalHits.Load()
+		if body, err := get(ctx, pinnedClient(true), aURL); err != nil || body != "hop-b" || finalHits.Load() != before+1 {
+			t.Fatalf("redirect: %q, %v", body, err)
+		}
+		if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.1:" + startPort, "203.0.113.2:" + finalPort}) {
+			t.Fatalf("dialled %v", got)
+		}
+	})
+	t.Run("hop resolving to the origin's pinned address", func(t *testing.T) {
+		ctx, scope, res, rec := setup(t, true)
+		// The cache still holds b's pinned answer: the redirect policy passes.
+		res.set("b.example", "203.0.113.1")
+		before := finalHits.Load()
+		_, err := get(ctx, pinnedClient(true), aURL)
+		if err == nil || !strings.Contains(err.Error(), "TARGET_APPROVAL_PENDING: the connection to b.example:"+finalPort+" was not opened") {
+			t.Fatalf("hop: %v", err)
+		}
+		if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.1:" + startPort}) || finalHits.Load() != before {
+			t.Fatalf("dialled %v, b hits %d; want the origin only", got, finalHits.Load()-before)
+		}
+		if _, tgt := openTarget(t, d, scope); tgt.Host != "b.example" || tgt.Port != atoiPort(t, finalPort) || tgt.Reason != "new_ip" {
+			t.Fatalf("request target %+v, want new_ip on b.example", tgt)
+		}
+	})
+	t.Run("hop without a pin", func(t *testing.T) {
+		ctx, scope, _, rec := setup(t, false)
+		before := finalHits.Load()
+		_, err := get(ctx, pinnedClient(true), aURL)
+		if err == nil || !strings.Contains(err.Error(), "redirects to b.example:"+finalPort) || !strings.Contains(err.Error(), "not followed") {
+			t.Fatalf("hop: %v", err)
+		}
+		if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.1:" + startPort}) || finalHits.Load() != before {
+			t.Fatalf("dialled %v; want the dialer never called for b", got)
+		}
+		if _, tgt := openTarget(t, d, scope); tgt.Host != "b.example" || tgt.Reason != "no_pin" {
+			t.Fatalf("request target %+v", tgt)
+		}
+	})
+}
+
+// hopRedirect is a server that redirects every request to location.
+func hopRedirect(t *testing.T, location string) (*httptest.Server, *atomic.Int64, string) {
+	t.Helper()
+	srv, hits, key := hopServer(t, location)
+	_, port, _ := net.SplitHostPort(key)
+	return srv, hits, port
+}
+
+// Two concurrent dials of one host whose address changed share one request:
+// both fail at once, one approval extends the pin, both retries connect.
+func TestDialMismatchOpensOneNewIPRequest(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res, rec := pgDialGate(t, d)
+	srv, _, port := pinnedServer(t, "shared")
+	rec.route("203.0.113.9:"+port, srv.Listener.Addr().String())
+	res.set("app.example.com", "203.0.113.7")
+	scope := taskScope(t, d, ic, time.Minute)
+	ctx := WithTargetScope(t.Context(), scope)
+	u := "http://app.example.com:" + port + "/"
+	pinURL(t, d, ic, scope, u)
+	res.set("app.example.com", "203.0.113.9")
+
+	fetchBoth := func() []error {
+		var wg sync.WaitGroup
+		errs := make([]error, 2)
+		for n := range errs {
+			wg.Go(func() { _, errs[n] = get(ctx, pinnedClient(true), u) })
+		}
+		wg.Wait()
+		return errs
+	}
+	for n, err := range fetchBoth() {
+		if err == nil || !strings.Contains(err.Error(), TargetApprovalPending) {
+			t.Fatalf("dial %d: %v", n, err)
+		}
+	}
+	if ids := openRows(t, d, scope); len(ids) != 1 || allRows(t, d, scope) != 2 {
+		t.Fatalf("open %v, %d request rows; want the approved one and one new_ip", ids, allRows(t, d, scope))
+	}
+	if len(rec.calls()) != 0 {
+		t.Fatalf("dialled %v", rec.calls())
+	}
+	approveAll(t, d, ic, scope)
+	for n, err := range fetchBoth() {
+		if err != nil {
+			t.Fatalf("retry %d: %v", n, err)
+		}
+	}
+	if got := rec.calls(); len(got) != 2 || got[0] != "203.0.113.9:"+port || got[1] != got[0] {
+		t.Fatalf("dialled %v", got)
+	}
+}

intercept/target_dial_test.go

@@ -0,0 +1,537 @@
+package intercept
+
+import (
+	"context"
+	"crypto/tls"
+	"errors"
+	"io"
+	"net"
+	"net/http"
+	"net/http/httptest"
+	"slices"
+	"strings"
+	"sync"
+	"sync/atomic"
+	"testing"
+	"time"
+
+	"github.com/Autumn-27/artex/db"
+)
+
+// Step 2.1: the pinned dialer of the platform-owned HTTP clients. Without a
+// database: a dial that would open a request is covered by the PostgreSQL
+// tests in target_dial_pg_test.go.
+
+// dialRecorder is a base dialer for tests. It records every address it is
+// asked to connect to, connects the routed ones (TEST-NET addresses) to local
+// listeners and loopback addresses to themselves, and refuses the rest.
+type dialRecorder struct {
+	mu     sync.Mutex
+	routes map[string]string
+	refuse map[string]bool
+	dialed []string
+}
+
+func newDialRecorder() *dialRecorder {
+	return &dialRecorder{routes: map[string]string{}, refuse: map[string]bool{}}
+}
+
+func (d *dialRecorder) route(addr, to string) {
+	d.mu.Lock()
+	d.routes[addr] = to
+	d.mu.Unlock()
+}
+
+func (d *dialRecorder) dial(ctx context.Context, network, addr string) (net.Conn, error) {
+	d.mu.Lock()
+	d.dialed = append(d.dialed, addr)
+	to, ok := d.routes[addr]
+	refused := d.refuse[addr]
+	d.mu.Unlock()
+	if !ok && strings.HasPrefix(addr, "127.0.0.1:") {
+		to, ok = addr, true
+	}
+	if refused || !ok {
+		return nil, &net.OpError{Op: "dial", Net: network, Err: errors.New("connection refused by the test dialer")}
+	}
+	return (&net.Dialer{}).DialContext(ctx, network, to)
+}
+
+func (d *dialRecorder) calls() []string {
+	d.mu.Lock()
+	defer d.mu.Unlock()
+	return slices.Clone(d.dialed)
+}
+
+// pinnedServer is a listener that counts its requests; port is its port.
+func pinnedServer(t *testing.T, body string) (srv *httptest.Server, hits *atomic.Int64, port string) {
+	t.Helper()
+	hits = &atomic.Int64{}
+	srv = httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		hits.Add(1)
+		_, _ = w.Write([]byte(body))
+	}))
+	t.Cleanup(srv.Close)
+	_, port, _ = net.SplitHostPort(srv.Listener.Addr().String())
+	return srv, hits, port
+}
+
+// dialGate is a gate fixture whose base dialer is a dialRecorder.
+func dialGate(t *testing.T) (*gateFixture, *dialRecorder) {
+	t.Helper()
+	g := newGate(t)
+	rec := newDialRecorder()
+	g.ic.SetBaseDialer(rec.dial)
+	return g, rec
+}
+
+func (g *gateFixture) pin(host string, port int, ips ...string) *db.TargetPin {
+	g.store.mu.Lock()
+	defer g.store.mu.Unlock()
+	p := &db.TargetPin{ID: int64(len(g.store.pins) + 1), Host: host, Port: port, Version: 1, Status: db.TargetPinActive, PinnedIPs: ips}
+	g.store.pins = append(g.store.pins, p)
+	return p
+}
+
+// pinnedClient is a client built like the platform's: the redirect policy and
+// the pinned dialer, keep-alive off.
+func pinnedClient(scoped bool) *http.Client {
+	tr := http.DefaultTransport.(*http.Transport).Clone()
+	tr.Proxy = nil
+	tr.DialContext = PinnedDialer("WebFetch", scoped)
+	tr.DisableKeepAlives = true
+	return &http.Client{Transport: tr, CheckRedirect: RedirectCheck("WebFetch")}
+}
+
+func get(ctx context.Context, client *http.Client, rawURL string) (string, error) {
+	req, err := http.NewRequestWithContext(ctx, http.MethodGet, rawURL, nil)
+	if err != nil {
+		return "", err
+	}
+	resp, err := client.Do(req)
+	if err != nil {
+		return "", err
+	}
+	defer resp.Body.Close()
+	b, err := io.ReadAll(resp.Body)
+	return string(b), err
+}
+
+// With the gate off, or with no scope in a client built without one, the dial
+// is the dial of today: the address as received, no lookup, no store access.
+func TestPinnedDialGateOffIsPlainDial(t *testing.T) {
+	g, rec := dialGate(t)
+	srv, hits, port := pinnedServer(t, "plain")
+	rec.route("app.example.com:"+port, srv.Listener.Addr().String())
+	g.res.set("app.example.com", "203.0.113.7")
+
+	conn, err := PinnedDialer("WebFetch", false)(context.Background(), "tcp", srv.Listener.Addr().String())
+	if err != nil {
+		t.Fatalf("no scope: %v", err)
+	}
+	conn.Close()
+	for name, scope := range map[string]TargetScope{
+		"no flag":  {TaskID: "7", WaitBound: time.Minute, Interceptor: g.ic},
+		"flag off": {TaskID: "7", Enabled: func() bool { return false }, WaitBound: time.Minute, Interceptor: g.ic},
+	} {
+		if body, err := get(WithTargetScope(context.Background(), scope), pinnedClient(true), "http://app.example.com:"+port+"/"); err != nil || body != "plain" {
+			t.Fatalf("%s: %q, %v", name, body, err)
+		}
+	}
+	if got := rec.calls(); len(got) != 2 || got[0] != "app.example.com:"+port || got[1] != got[0] {
+		t.Fatalf("dialled %v, want the address as received", got)
+	}
+	if hits.Load() != 2 || g.store.reads != 0 || len(g.store.logged) != 0 || g.res.total() != 0 {
+		t.Fatalf("hits=%d, %d store reads, %d rows, %d lookups; want none but the hits", hits.Load(), g.store.reads, len(g.store.logged), g.res.total())
+	}
+}
+
+// A client built for a scope never dials without one: a lost context value
+// fails closed, nothing is dialled.
+func TestPinnedDialScopeLostFailsClosed(t *testing.T) {
+	srv, hits, _ := pinnedServer(t, "unbound")
+	_, err := PinnedDialer("WebFetch", true)(context.Background(), "tcp", srv.Listener.Addr().String())
+	if err == nil || !strings.Contains(err.Error(), TargetGateUnavailable) || !strings.Contains(err.Error(), "did not reach the connection") {
+		t.Fatalf("dial without the scope: %v", err)
+	}
+	if _, err := get(context.Background(), pinnedClient(true), srv.URL); err == nil || !strings.Contains(err.Error(), TargetGateUnavailable) {
+		t.Fatalf("fetch without the scope: %v", err)
+	}
+	if hits.Load() != 0 {
+		t.Fatalf("%d requests reached the server", hits.Load())
+	}
+}
+
+// Every way the gate cannot decide fails closed with TARGET_GATE_UNAVAILABLE,
+// dials nothing, and logs one decided row where there is a store and a scope.
+func TestPinnedDialScopeUnreadableFailsClosed(t *testing.T) {
+	for _, tc := range []struct {
+		name          string
+		setup         func(g *gateFixture)
+		network, addr string
+		rows          int
+	}{
+		{"nil interceptor", func(g *gateFixture) { g.scope.Interceptor = nil }, "tcp", "app.example.com:443", 0},
+		{"task id", func(g *gateFixture) { g.scope.TaskID = "seven" }, "tcp", "app.example.com:443", 0},
+		{"rules", func(g *gateFixture) { g.store.fail["BlockRules"] = errors.New("down") }, "tcp", "app.example.com:443", 1},
+		{"pins", func(g *gateFixture) { g.store.fail["ActivePins"] = errors.New("down") }, "tcp", "app.example.com:443", 1},
+		{"exemptions", func(g *gateFixture) { g.store.fail["Exemptions"] = errors.New("down") }, "tcp", "app.example.com:443", 1},
+		{"address", nil, "tcp", "app.example.com", 1},
+		{"port", nil, "tcp", "app.example.com:0", 1},
+		{"network", nil, "udp", "app.example.com:443", 1},
+	} {
+		t.Run(tc.name, func(t *testing.T) {
+			g, rec := dialGate(t)
+			g.res.set("app.example.com", "203.0.113.7")
+			g.pin("app.example.com", 443, "203.0.113.7")
+			if tc.setup != nil {
+				tc.setup(g)
+			}
+			_, err := PinnedDialer("WebFetch", true)(g.ctx(), tc.network, tc.addr)
+			if err == nil || !strings.Contains(err.Error(), TargetGateUnavailable) {
+				t.Fatalf("dial: %v, want TARGET_GATE_UNAVAILABLE", err)
+			}
+			if got := rec.calls(); len(got) != 0 {
+				t.Fatalf("dialled %v", got)
+			}
+			if got := g.store.outcomes(); len(got) != tc.rows || tc.rows == 1 && got[0] != "denied/gate_unavailable" {
+				t.Fatalf("rows = %v, want %d gate_unavailable", got, tc.rows)
+			}
+		})
+	}
+}
+
+// A pinned name is dialled at the address the lookup returned and the pin
+// holds, never by the name.
+func TestPinnedDialConnectsOnlyToPinnedAddresses(t *testing.T) {
+	g, rec := dialGate(t)
+	srv, hits, port := pinnedServer(t, "pinned")
+	rec.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	g.res.set("app.example.com", "203.0.113.7")
+	g.pin("app.example.com", atoiPort(t, port), "203.0.113.7")
+
+	if body, err := get(g.ctx(), pinnedClient(true), "http://app.example.com:"+port+"/"); err != nil || body != "pinned" {
+		t.Fatalf("pinned fetch: %q, %v", body, err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.7:" + port}) || hits.Load() != 1 {
+		t.Fatalf("dialled %v, hits %d; want the pinned address only", got, hits.Load())
+	}
+}
+
+// A name that does not resolve at the dial is blocked without a request (the
+// fixture has no database: a request would fail the test), nothing is dialled.
+func TestPinnedDialResolveFailureBlocksWithoutRequest(t *testing.T) {
+	g, rec := dialGate(t)
+	g.pin("app.example.com", 443, "203.0.113.7")
+	g.res.mu.Lock()
+	g.res.errs["app.example.com"] = errors.New("no such host")
+	g.res.mu.Unlock()
+	_, err := PinnedDialer("WebFetch", true)(g.ctx(), "tcp", "app.example.com:443")
+	if err == nil || !strings.Contains(err.Error(), TargetResolveFailed) || !strings.Contains(err.Error(), "app.example.com:443") {
+		t.Fatalf("dial: %v", err)
+	}
+	if got := g.store.outcomes(); len(got) != 1 || got[0] != "denied/resolve_failed" || len(rec.calls()) != 0 {
+		t.Fatalf("rows %v, dialled %v", got, rec.calls())
+	}
+}
+
+// An asset block rule on an address the dial resolves wins over the pin.
+func TestPinnedDialBlockRuleOnDialAddress(t *testing.T) {
+	g, rec := dialGate(t)
+	g.pin("app.example.com", 443, "203.0.113.7", "203.0.113.8")
+	g.res.set("app.example.com", "203.0.113.8")
+	g.store.rules = []db.AssetInterceptRule{{Enabled: true, Kind: "exact_ip", Pattern: "203.0.113.8"}}
+	_, err := PinnedDialer("WebFetch", true)(g.ctx(), "tcp", "app.example.com:443")
+	if err == nil || !strings.Contains(err.Error(), TargetRuleBlocked) {
+		t.Fatalf("dial: %v", err)
+	}
+	if got := g.store.outcomes(); len(got) != 1 || got[0] != "denied/rule_blocked" || len(rec.calls()) != 0 {
+		t.Fatalf("rows %v, dialled %v", got, rec.calls())
+	}
+}
+
+// A derived exemption is dialled as received and never resolved, wherever its
+// name points: an LLM gateway on an internal address, the recording proxy on
+// loopback.
+func TestPinnedDialDerivedExemptionDialsByName(t *testing.T) {
+	g, rec := dialGate(t)
+	srv, hits, port := pinnedServer(t, "gateway")
+	rec.route("llm.example:"+port, srv.Listener.Addr().String())
+	g.res.set("llm.example", "10.0.0.5")
+	proxy := srv.Listener.Addr().String()
+	g.ic.SetDerivedExemptions(func() []string { return []string{"https://llm.example:" + port, "http://" + proxy} })
+
+	for _, addr := range []string{"llm.example:" + port, proxy} {
+		conn, err := PinnedDialer("WebFetch", true)(g.ctx(), "tcp", addr)
+		if err != nil {
+			t.Fatalf("%s: %v", addr, err)
+		}
+		conn.Close()
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"llm.example:" + port, proxy}) || g.res.total() != 0 || hits.Load() != 0 {
+		t.Fatalf("dialled %v, %d lookups; want the addresses as received and no lookup", got, g.res.total())
+	}
+}
+
+// A pin that is name-only for this connection, by its mark or because the
+// upstream proxy is set now, is dialled by name: the platform does not bind it.
+func TestPinnedDialNameOnlyPinDialsByName(t *testing.T) {
+	for _, tc := range []struct {
+		name    string
+		marked  bool
+		proxied bool
+	}{{"marked pin", true, false}, {"upstream proxy now", false, true}} {
+		t.Run(tc.name, func(t *testing.T) {
+			g, rec := dialGate(t)
+			srv, _, port := pinnedServer(t, "name-only")
+			rec.route("app.example.com:"+port, srv.Listener.Addr().String())
+			g.res.set("app.example.com", "203.0.113.9")
+			g.pin("app.example.com", atoiPort(t, port), "203.0.113.7").NameOnlyEffective = tc.marked
+			g.ic.SetUpstreamProxyCheck(func() bool { return tc.proxied })
+			if body, err := get(g.ctx(), pinnedClient(true), "http://app.example.com:"+port+"/"); err != nil || body != "name-only" {
+				t.Fatalf("fetch: %q, %v", body, err)
+			}
+			if got := rec.calls(); !slices.Equal(got, []string{"app.example.com:" + port}) {
+				t.Fatalf("dialled %v, want the name", got)
+			}
+		})
+	}
+}
+
+// The dial reads its address as the check reads the URL: same key for case,
+// trailing dot, Unicode, IPv6 brackets and IPv4-mapped IPv6. net/http dials the
+// ASCII form of a Unicode name with the scheme's port written (S3).
+func TestPinnedDialNormalisesLikeTheCheck(t *testing.T) {
+	for _, tc := range []struct{ rawURL, addr string }{
+		{"https://App.Example.COM./x", "App.Example.COM.:443"},
+		{"http://bücher.example/", "xn--bcher-kva.example:80"},
+		{"https://[2001:DB8::1]:8443/", "[2001:db8::1]:8443"},
+		{"http://[::ffff:192.0.2.1]/", "[::ffff:192.0.2.1]:80"},
+	} {
+		want, err := urlTarget(tc.rawURL)
+		if err != nil {
+			t.Fatal(err)
+		}
+		got, err := addrTarget("tcp", tc.addr)
+		if err != nil || got != want {
+			t.Errorf("%s: dial key %+v (%v), check key %+v", tc.addr, got, err, want)
+		}
+	}
+	var dialled string
+	tr := &http.Transport{DialContext: func(_ context.Context, _, addr string) (net.Conn, error) {
+		dialled = addr
+		return nil, errors.New("recorded")
+	}}
+	_, _ = (&http.Client{Transport: tr}).Get("http://bücher.example/")
+	if dialled != "xn--bcher-kva.example:80" {
+		t.Fatalf("net/http dialled %q, want the ASCII name and the scheme's port", dialled)
+	}
+}
+
+// Concurrent dials of one host share one lookup; the cached answer is not
+// used, and the cache holds the new answer afterwards.
+func TestPinnedDialFreshLookupCollapsed(t *testing.T) {
+	g, rec := dialGate(t)
+	srv, _, port := pinnedServer(t, "fresh")
+	rec.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	g.pin("app.example.com", atoiPort(t, port), "203.0.113.7")
+	g.res.set("app.example.com", "203.0.113.9")
+	if _, err := g.ic.resolve.lookup(context.Background(), "app.example.com", false); err != nil {
+		t.Fatal(err)
+	}
+	// The cache now holds 203.0.113.9, which no pin covers: a dial that used it
+	// would open a request, which this fixture cannot.
+	g.res.set("app.example.com", "203.0.113.7")
+	hold := make(chan struct{})
+	g.res.mu.Lock()
+	g.res.hold = hold
+	g.res.mu.Unlock()
+	var wg sync.WaitGroup
+	errs := make(chan error, 2)
+	for range 2 {
+		wg.Go(func() {
+			conn, err := PinnedDialer("WebFetch", true)(g.ctx(), "tcp", "app.example.com:"+port)
+			if err == nil {
+				conn.Close()
+			}
+			errs <- err
+		})
+	}
+	eventually(t, "the shared lookup", func() bool { return g.res.lookups("app.example.com") == 2 })
+	time.Sleep(100 * time.Millisecond)
+	close(hold)
+	wg.Wait()
+	close(errs)
+	for err := range errs {
+		if err != nil {
+			t.Fatalf("dial: %v", err)
+		}
+	}
+	if n := g.res.lookups("app.example.com"); n != 2 {
+		t.Fatalf("%d lookups, want the cached one and one shared by both dials", n)
+	}
+	g.ic.resolve.mu.Lock()
+	cached := g.ic.resolve.entries["app.example.com"].ips
+	g.ic.resolve.mu.Unlock()
+	if !slices.Equal(cached, []string{"203.0.113.7"}) || !slices.Equal(rec.calls(), []string{"203.0.113.7:" + port, "203.0.113.7:" + port}) {
+		t.Fatalf("cache %v, dialled %v", cached, rec.calls())
+	}
+}
+
+// The compared addresses are tried in canonical order, the first that accepts
+// wins; tcp4 skips the IPv6 ones.
+func TestPinnedDialTriesAddressesInOrder(t *testing.T) {
+	g, rec := dialGate(t)
+	srv, _, port := pinnedServer(t, "second")
+	rec.refuse["203.0.113.7:"+port] = true
+	rec.route("203.0.113.8:"+port, srv.Listener.Addr().String())
+	g.pin("app.example.com", atoiPort(t, port), "203.0.113.7", "203.0.113.8")
+	g.res.set("app.example.com", "203.0.113.8", "203.0.113.7")
+	if body, err := get(g.ctx(), pinnedClient(true), "http://app.example.com:"+port+"/"); err != nil || body != "second" {
+		t.Fatalf("fetch: %q, %v", body, err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.7:" + port, "203.0.113.8:" + port}) {
+		t.Fatalf("dialled %v", got)
+	}
+
+	g, rec = dialGate(t)
+	rec.route("203.0.113.8:"+port, srv.Listener.Addr().String())
+	g.pin("app.example.com", atoiPort(t, port), "2001:db8::1", "203.0.113.8")
+	g.res.set("app.example.com", "2001:db8::1", "203.0.113.8")
+	conn, err := PinnedDialer("WebFetch", true)(g.ctx(), "tcp4", "app.example.com:"+port)
+	if err != nil {
+		t.Fatalf("tcp4: %v", err)
+	}
+	conn.Close()
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.8:" + port}) {
+		t.Fatalf("tcp4 dialled %v, want the IPv4 address only", got)
+	}
+}
+
+// S1: the context net/http passes to DialContext carries the values of the
+// request's context. The client is built without a scope (scoped=false), so
+// only the request's context can send the dial down the pinned path.
+func TestPinnedDialSeesScopeInDialContext(t *testing.T) {
+	g, rec := dialGate(t)
+	srv, _, port := pinnedServer(t, "scoped")
+	rec.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	g.pin("app.example.com", atoiPort(t, port), "203.0.113.7")
+	g.res.set("app.example.com", "203.0.113.7")
+	if body, err := get(g.ctx(), pinnedClient(false), "http://app.example.com:"+port+"/"); err != nil || body != "scoped" {
+		t.Fatalf("fetch: %q, %v", body, err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.7:" + port}) || g.res.lookups("app.example.com") != 1 {
+		t.Fatalf("dialled %v after %d lookups, want the pinned path", got, g.res.lookups("app.example.com"))
+	}
+}
+
+// S4: dialling the pinned address keeps HTTPS verified against the name of
+// the request. A name the certificate does not hold fails verification.
+func TestPinnedDialHTTPSVerifiesName(t *testing.T) {
+	g, rec := dialGate(t)
+	srv := httptest.NewTLSServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) { _, _ = w.Write([]byte("verified")) }))
+	t.Cleanup(srv.Close)
+	_, port, _ := net.SplitHostPort(srv.Listener.Addr().String())
+	rec.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	// httptest's certificate holds example.com.
+	for _, host := range []string{"example.com", "other.example"} {
+		g.pin(host, atoiPort(t, port), "203.0.113.7")
+		g.res.set(host, "203.0.113.7")
+	}
+	client := pinnedClient(true)
+	client.Transport.(*http.Transport).TLSClientConfig = &tls.Config{RootCAs: srv.Client().Transport.(*http.Transport).TLSClientConfig.RootCAs}
+	if body, err := get(g.ctx(), client, "https://example.com:"+port+"/"); err != nil || body != "verified" {
+		t.Fatalf("https by the pinned address: %q, %v", body, err)
+	}
+	_, err := get(g.ctx(), client, "https://other.example:"+port+"/")
+	var verr *tls.CertificateVerificationError
+	if !errors.As(err, &verr) {
+		t.Fatalf("a name the certificate does not hold: %v, want a verification error", err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.7:" + port, "203.0.113.7:" + port}) {
+		t.Fatalf("dialled %v", got)
+	}
+}
+
+// S6: with keep-alive off (as Norma sets it on a transport with a dialer, and
+// the custom tool on its own), a second fetch of one client dials again: a pin
+// changed in between applies to it.
+func TestPinnedDialNoReuseAcrossCalls(t *testing.T) {
+	g, rec := dialGate(t)
+	srv, _, port := pinnedServer(t, "again")
+	rec.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	rec.route("203.0.113.8:"+port, srv.Listener.Addr().String())
+	p := atoiPort(t, port)
+	g.pin("app.example.com", p, "203.0.113.7")
+	g.res.set("app.example.com", "203.0.113.7")
+	client := pinnedClient(true)
+	u := "http://app.example.com:" + port + "/"
+	if _, err := get(g.ctx(), client, u); err != nil {
+		t.Fatal(err)
+	}
+	g.store.revoke("app.example.com", p)
+	g.pin("app.example.com", p, "203.0.113.8")
+	g.res.set("app.example.com", "203.0.113.8")
+	if _, err := get(g.ctx(), client, u); err != nil {
+		t.Fatal(err)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{"203.0.113.7:" + port, "203.0.113.8:" + port}) {
+		t.Fatalf("dialled %v, want a new dial under the new pin", got)
+	}
+}
+
+// S5: the redirected request keeps the original request's context, so the
+// hop's redirect check and the hop's dial read the same target scope.
+func TestRedirectContextCarriesScope(t *testing.T) {
+	g, rec := dialGate(t)
+	final, finalHits, finalKey := hopServer(t, "")
+	start, _, startKey := hopServer(t, final.URL+"/final")
+	for _, key := range []string{startKey, finalKey} {
+		host, port, _ := net.SplitHostPort(key)
+		g.pin(host, atoiPort(t, port), host)
+	}
+	var hopScope TargetScope
+	var hopOK bool
+	client := pinnedClient(true)
+	policy := client.CheckRedirect
+	client.CheckRedirect = func(req *http.Request, via []*http.Request) error {
+		hopScope, hopOK = TargetScopeFromContext(req.Context())
+		return policy(req, via)
+	}
+	if body, err := get(g.ctx(), client, start.URL+"/start"); err != nil || body != "hop-reached" || finalHits.Load() != 1 {
+		t.Fatalf("redirect: %q, %v", body, err)
+	}
+	if !hopOK || hopScope.TaskID != g.scope.TaskID || hopScope.Interceptor != g.ic {
+		t.Fatalf("hop context scope = %+v (%v), want the scope of the call", hopScope, hopOK)
+	}
+	if got := rec.calls(); !slices.Equal(got, []string{startKey, finalKey}) {
+		t.Fatalf("dialled %v, want the origin then the hop through the pinned path", got)
+	}
+}
+
+// D-2: a request raised while the upstream proxy is set says the platform does
+// not bind the connection.
+func TestNameOnlyReasonSaysConnectionNotBound(t *testing.T) {
+	scope := TargetScope{TaskID: "7"}
+	r := target("app.example.com", 443, "203.0.113.7")
+	const sentence = "This approval is name-only. The platform does not bind the connection to these addresses."
+	if got := targetReason(scope, r, nil, true); !strings.Contains(got, sentence) {
+		t.Fatalf("name-only reason = %q", got)
+	}
+	if got := targetReason(scope, r, nil, false); strings.Contains(got, "does not bind") {
+		t.Fatalf("reason without the upstream proxy = %q", got)
+	}
+}
+
+// D-2: the first-use row of an unmarked pin used while the upstream proxy is
+// set records the pin as name-only.
+func TestPinUsedRecordsEffectiveNameOnly(t *testing.T) {
+	g := newGate(t)
+	g.res.set("app.example.com", "203.0.113.7")
+	g.pin("app.example.com", 443, "203.0.113.7")
+	g.ic.SetUpstreamProxyCheck(func() bool { return true })
+	g.passes("pinned", g.fetch(appURL))
+	if got := g.store.outcomes(); len(got) != 1 || got[0] != "allowed/pin_match" || !g.store.logged[0].Audit.Targets[0].NameOnlyEffective {
+		t.Fatalf("rows %v, target %+v; want a name-only first use", got, g.store.logged[0].Audit.Targets[0])
+	}
+}

intercept/target_exempt.go

@@ -73,8 +73,13 @@ func (i *Interceptor) SetDerivedExemptions(f func() []string) {
 	i.mu.Unlock()
 }
 
+// proxyPorts are the ports net/http dials for a proxy URL without one, for the
+// schemes schemePorts has no default for.
+var proxyPorts = map[string]int{"socks5": 1080, "socks5h": 1080}
+
 // DerivedExemptions returns the exemptions derived from the configuration, as
-// exact host and port. An endpoint without a port is not listed.
+// exact host and port. An endpoint without a port gets the one net/http dials
+// (the scheme's default, 1080 for socks5); one with neither is not listed.
 func (i *Interceptor) DerivedExemptions() []db.TargetExemption {
 	i.mu.RLock()
 	f := i.derivedExempt
@@ -86,6 +91,9 @@ func (i *Interceptor) DerivedExemptions() []db.TargetExemption {
 	seen := map[string]bool{}
 	for _, raw := range f() {
 		t, ok := NormalizeTarget(raw)
+		if scheme, _, found := strings.Cut(strings.TrimSpace(raw), "://"); ok && found && t.Port == 0 {
+			t.Port = proxyPorts[strings.ToLower(scheme)]
+		}
 		if !ok || t.Port == 0 || t.Kind == TargetCIDR || seen[db.TargetKey(t.Host, t.Port)] {
 			continue
 		}

intercept/target_exempt_test.go

@@ -1,6 +1,11 @@
 package intercept
 
-import "testing"
+import (
+	"slices"
+	"testing"
+
+	"github.com/Autumn-27/artex/db"
+)
 
 // An operator may exempt a private unicast IP literal, never a loopback,
 // link-local (cloud metadata), unspecified or multicast one.
@@ -27,3 +32,20 @@ func TestValidateExemptionHost(t *testing.T) {
 		}
 	}
 }
+
+// A proxy endpoint configured without a port is exempt on the port net/http
+// dials for it (OPEN-9): the scheme's default, 1080 for socks5. An endpoint
+// with no port and no known scheme is not listed.
+func TestDerivedExemptionsDefaultProxyPort(t *testing.T) {
+	ic := New(nil)
+	ic.SetDerivedExemptions(func() []string {
+		return []string{"socks5://egress.example.net", "SOCKS5H://dns.example.net", "http://proxy.example.net", "https://gw.example.net", "bare.example.net", "socks5://set.example.net:9050"}
+	})
+	want := []db.TargetExemption{
+		{Host: "egress.example.net", Port: 1080}, {Host: "dns.example.net", Port: 1080}, {Host: "proxy.example.net", Port: 80},
+		{Host: "gw.example.net", Port: 443}, {Host: "set.example.net", Port: 9050},
+	}
+	if got := ic.DerivedExemptions(); !slices.Equal(got, want) {
+		t.Fatalf("derived exemptions = %+v, want %+v", got, want)
+	}
+}

intercept/target_gate.go

@@ -110,8 +110,23 @@ type targetCheck struct {
 	tool  string
 	input []byte
 	urls  []string // the URLs the call declares, as written, for the URL block rules
+	// redirectFrom is the origin (host:port) of a redirect hop; empty for a call.
+	redirectFrom string
+	// fresh makes every lookup skip the cache: the decision of a connection
+	// (dialTarget) compares the answer it is about to dial.
+	fresh bool
+	// checked is what the run decided about each target, read by dialTarget.
+	checked []*checkedTarget
 }
 
+// What let a target pass, recorded in checkedTarget.cover.
+const (
+	coverDerived  = "derived"   // an exemption derived from the configuration
+	coverStored   = "stored"    // a stored exemption that holds
+	coverPin      = "pin"       // a pin that holds every resolved address
+	coverNameOnly = "name_only" // a pin that is name-only for this call
+)
+
 // checkedTarget is one target of the call and what the gate learned about it.
 type checkedTarget struct {
 	Target
@@ -120,6 +135,7 @@ type checkedTarget struct {
 	resolvedAt time.Time
 	err        error // the name did not resolve
 	exemptVoid bool
+	cover      string // what let the target pass; empty when nothing did
 }
 
 func (t Target) String() string {
@@ -167,6 +183,7 @@ func (c *targetCheck) run(targets []Target) ([]TargetRequest, TargetResult) {
 	// Then the declared form of every target: the name as written, the IP
 	// literal, the range.
 	checked := make([]*checkedTarget, len(targets))
+	c.checked = checked
 	for n, t := range targets {
 		ct := &checkedTarget{Target: t}
 		checked[n] = ct
@@ -183,7 +200,7 @@ func (c *targetCheck) run(targets []Target) ([]TargetRequest, TargetResult) {
 		if ct.Kind != TargetDomain || ex.derived[db.TargetKey(ct.Host, ct.Port)] {
 			continue
 		}
-		c.resolve(ct, false)
+		c.resolve(ct, c.fresh)
 		if rule, hit := blockRule(rules, ct); hit {
 			return c.block(TargetRuleBlocked, "rule_blocked", ct, fmt.Sprintf("%s is blocked by an asset rule. %s", ct.Target, rule.Reason()))
 		}
@@ -202,11 +219,13 @@ func (c *targetCheck) run(targets []Target) ([]TargetRequest, TargetResult) {
 	for _, ct := range checked {
 		key := db.TargetKey(ct.Host, ct.Port)
 		if ex.derived[key] {
+			ct.cover = coverDerived
 			uses = append(uses, func() { c.exemptUsed(ct, ex.digest) })
 			continue
 		}
 		if ex.stored[key] {
 			if exemptionHolds(ct) {
+				ct.cover = coverStored
 				uses = append(uses, func() { c.exemptUsed(ct, ex.digest) })
 				continue
 			}
@@ -221,9 +240,10 @@ func (c *targetCheck) run(targets []Target) ([]TargetRequest, TargetResult) {
 			return c.block(TargetGateUnavailable, "gate_unavailable", ct, "the pins could not be read: "+err.Error())
 		}
 		pin := coveringPin(pins, ct.ips, nameOnly)
-		if pin == nil && ct.Kind == TargetDomain {
+		if pin == nil && ct.Kind == TargetDomain && !c.fresh {
 			// A request is about to be raised: the addresses a human reads and
-			// pins are resolved now, never taken from the cache.
+			// pins are resolved now, never taken from the cache. A fresh run
+			// already has them.
 			if c.resolve(ct, true); ct.err != nil {
 				return c.block(TargetResolveFailed, "resolve_failed", ct, c.resolveFailure(ct))
 			}
@@ -233,7 +253,11 @@ func (c *targetCheck) run(targets []Target) ([]TargetRequest, TargetResult) {
 			pin = coveringPin(pins, ct.ips, nameOnly)
 		}
 		if pin != nil {
-			uses = append(uses, func() { c.pinUsed(ct, pin) })
+			ct.cover = coverPin
+			if nameOnly || pin.NameOnlyEffective {
+				ct.cover = coverNameOnly
+			}
+			uses = append(uses, func() { c.pinUsed(ct, pin, nameOnly) })
 			continue
 		}
 		req := TargetRequest{Host: ct.Host, Port: ct.Port, Kind: ct.Kind, ResolvedIPs: ct.ips,
@@ -303,6 +327,9 @@ func (c *targetCheck) log(status, reason, configDigest string, targets ...db.Int
 		// The row records that a pin or an exemption was used, not this one call.
 		audit.ExecutionStatus = "unknown"
 	}
+	for n := range targets {
+		targets[n].RedirectFrom = c.redirectFrom
+	}
 	audit.Targets = targets
 	_, agentName := taskInfoFromCtx(c.ctx)
 	_ = c.i.targets.LogDecision(db.TargetDecision{Scope: c.ref, AgentName: agentName, ToolName: c.tool,
@@ -321,12 +348,14 @@ func (c *targetCheck) exemptUsed(ct *checkedTarget, digest string) {
 }
 
 // pinUsed logs the first call of this process that a pin version covers.
-func (c *targetCheck) pinUsed(ct *checkedTarget, pin *db.TargetPin) {
+// nameOnly is whether the upstream proxy made every pin name-only for the call:
+// the row records the effective state, not only the pin's mark.
+func (c *targetCheck) pinUsed(ct *checkedTarget, pin *db.TargetPin, nameOnly bool) {
 	if _, seen := c.i.firstUse.LoadOrStore(fmt.Sprintf("pin|%d", pin.ID), true); seen {
 		return
 	}
 	t := ct.audit("pin_match")
-	t.PinID, t.PinVersion, t.PinnedIPs, t.NameOnlyEffective = pin.ID, pin.Version, pin.PinnedIPs, pin.NameOnlyEffective
+	t.PinID, t.PinVersion, t.PinnedIPs, t.NameOnlyEffective = pin.ID, pin.Version, pin.PinnedIPs, pin.NameOnlyEffective || nameOnly
 	c.log("allowed", fmt.Sprintf("Target %s is covered by pin v%d of %s.", ct.Target, pin.Version, c.scope.scopeName()), "", t)
 }
 

intercept/target_redirect.go

@@ -0,0 +1,107 @@
+package intercept
+
+import (
+	"context"
+	"encoding/json"
+	"errors"
+	"net/http"
+)
+
+// The HTTP clients the platform owns (WebFetch and the custom http tool)
+// follow redirects. The hook and the rendered-URL gate decide on the URL a call
+// names; a redirect sends the client to a URL nobody checked. RedirectCheck is
+// the redirect policy of those clients: the client asks it before it follows
+// each hop, and the hop goes through the same target decision as the call, on
+// the URL the client is about to request: the asset block rules on that URL and
+// on its target, before any lookup, then exemptions, resolution and pins.
+
+// maxRedirects is the limit net/http applies to a client without a redirect
+// policy. Setting a policy replaces it, so RedirectCheck restates it, with the
+// same error text.
+const maxRedirects = 10
+
+// RedirectCheck returns the redirect policy (http.Client.CheckRedirect) of a
+// platform-owned client run by the tool toolName. Everything it needs comes
+// from the context of the request, which net/http keeps on every hop: the
+// target scope of the session and the Interceptor that owns its gate.
+//
+// With the gate off, or with no scope in the context (the operator's test
+// endpoint), it only applies the limit of 10 hops: nothing is parsed, resolved,
+// read or written, and the client behaves as with the default policy.
+//
+// A hop no pin or exemption covers is not followed, and the policy never waits:
+// the fetch has its own deadline, which a human decision does not fit in. The
+// request row for the hop's target is found or created (it is durable, so an
+// approval given later lets the retried call follow), and the call fails at
+// once with TARGET_APPROVAL_PENDING. A block rule, a failed lookup or a hop
+// whose target cannot be read fails the call with its block code, and opens no
+// request.
+func RedirectCheck(toolName string) func(req *http.Request, via []*http.Request) error {
+	return func(req *http.Request, via []*http.Request) error {
+		if len(via) >= maxRedirects {
+			return errors.New("stopped after 10 redirects")
+		}
+		ctx := req.Context()
+		scope, on := renderedScope(ctx)
+		if !on {
+			return nil
+		}
+		return checkRedirectHop(ctx, scope, toolName, req.URL.String(), via[len(via)-1].URL.String())
+	}
+}
+
+// checkRedirectHop runs the gate decision on one hop, from the URL that
+// redirected (from) to the URL the client will request (hop).
+func checkRedirectHop(ctx context.Context, scope TargetScope, toolName, hop, from string) error {
+	input, _ := json.Marshal(map[string]string{"url": hop, "redirect_from": from})
+	blocked := func(res TargetResult) error {
+		return &redirectError{res: res, from: from, hop: hop, scope: scope.scopeName()}
+	}
+	t, err := urlTarget(hop)
+	if err != nil {
+		return blocked(undeterminedTarget(ctx, scope, toolName, input, "the target of the redirect could not be read ("+err.Error()+")"))
+	}
+	i := scope.Interceptor
+	if i == nil {
+		return blocked(TargetResult{Code: TargetGateUnavailable, Host: t.Host, Port: t.Port, Reason: "the session's target scope carries no gate"})
+	}
+	var origin string
+	if o, err := urlTarget(from); err == nil {
+		origin = o.String()
+	}
+	ctx = WithCall(ctx, toolName, input)
+	c := &targetCheck{i: i, ctx: ctx, scope: scope, tool: toolName, input: input, urls: []string{hop}, redirectFrom: origin}
+	unpinned, res := c.run([]Target{t})
+	if res.Code == "" && len(unpinned) > 0 {
+		// Wait bound 0: the request is found or created, and the call does not wait.
+		scope.WaitBound = 0
+		for n := range unpinned {
+			unpinned[n].RedirectFrom = origin
+		}
+		res = i.RequestTargets(ctx, scope, toolName, input, unpinned, nil)
+	}
+	if res.Code == "" {
+		return nil
+	}
+	return blocked(res)
+}
+
+// redirectError is what the client returns when a hop is not followed. Both
+// tools hand the client error to the model as the tool result.
+type redirectError struct {
+	res              TargetResult
+	from, hop, scope string
+}
+
+func (e *redirectError) Error() string {
+	target := e.hop
+	if e.res.Host != "" {
+		target = targetName(TargetRequest{Host: e.res.Host, Port: e.res.Port})
+	}
+	msg := "[ARTEX platform control, not target defense] " + e.res.Code + ": " + e.from + " redirects to " + target
+	if e.res.Code == TargetApprovalPending {
+		return msg + ", which is not approved for " + e.scope + ". The redirect was not followed and an approval was requested. " +
+			"Retry the same call after the approval. Do not fetch the redirect target directly or with another tool."
+	}
+	return msg + ": " + e.res.Reason + ". The redirect was not followed. Do not fetch the redirect target directly or with another tool."
+}

intercept/target_redirect_pg_test.go

@@ -0,0 +1,95 @@
+package intercept
+
+import (
+	"strconv"
+	"strings"
+	"testing"
+	"time"
+)
+
+// Step 1.9 against PostgreSQL: a hop no pin covers opens the durable request
+// and fails the call at once; an approval lets the same call follow.
+
+// A hop to an unpinned target is not followed: the redirect target receives
+// nothing, exactly one request row is opened for it, and the call fails with
+// TARGET_APPROVAL_PENDING without waiting, although the scope would wait five
+// minutes at the hook. The same call again attaches to that row. After the
+// approval it follows.
+func TestRedirectToUnpinnedHostNotFollowed(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res := pgGate(t, d)
+	scope := taskScope(t, d, ic, 5*time.Minute)
+	ctx := WithTargetScope(t.Context(), scope)
+	final, finalHits, finalKey := hopServer(t, "")
+	start, startHits, startKey := hopServer(t, final.URL+"/final")
+
+	began := time.Now()
+	_, err := gatedFetch(ctx, start.URL+"/start")
+	if err == nil || !strings.Contains(err.Error(), TargetApprovalPending) ||
+		!strings.Contains(err.Error(), start.URL+"/start redirects to "+finalKey) || !strings.Contains(err.Error(), "not followed") {
+		t.Fatalf("unpinned hop: %v", err)
+	}
+	if elapsed := time.Since(began); elapsed > 10*time.Second {
+		t.Fatalf("the hop waited %v", elapsed)
+	}
+	if startHits.Load() != 1 || finalHits.Load() != 0 {
+		t.Fatalf("hits start=%d final=%d, want the redirect target untouched", startHits.Load(), finalHits.Load())
+	}
+	ids := openRows(t, d, scope)
+	if len(ids) != 1 || allRows(t, d, scope) != 1 {
+		t.Fatalf("open requests = %v (%d rows), want one", ids, allRows(t, d, scope))
+	}
+	detail, err := d.GetInterceptDetail(ids[0])
+	if err != nil || detail == nil || detail.Audit == nil || len(detail.Audit.Targets) != 1 {
+		t.Fatalf("request detail = %+v, %v", detail, err)
+	}
+	if tgt := detail.Audit.Targets[0]; tgt.Host+":"+strconv.Itoa(tgt.Port) != finalKey || tgt.RedirectFrom != startKey || tgt.Outcome != "requested" {
+		t.Fatalf("requested target = %+v, want %s from %s", tgt, finalKey, startKey)
+	}
+	if !strings.Contains(detail.Reason, "A redirect from "+startKey) || !strings.Contains(string(detail.ToolInput), start.URL+"/start") {
+		t.Fatalf("request reason %q / input %s, want the origin of the redirect", detail.Reason, detail.ToolInput)
+	}
+
+	// The retried call stops at the same hop and attaches to the same row.
+	if _, err := gatedFetch(ctx, start.URL+"/start"); err == nil || !strings.Contains(err.Error(), TargetApprovalPending) || finalHits.Load() != 0 {
+		t.Fatalf("retry before the approval: %v, final hits %d", err, finalHits.Load())
+	}
+	if again := openRows(t, d, scope); len(again) != 1 || again[0] != ids[0] || allRows(t, d, scope) != 1 {
+		t.Fatalf("after the retry: open %v, %d rows; want the same single request", again, allRows(t, d, scope))
+	}
+
+	approveAll(t, d, ic, scope)
+	if resp, err := gatedFetch(ctx, start.URL+"/start"); err != nil || resp.StatusCode != 200 || finalHits.Load() != 1 {
+		t.Fatalf("after the approval: %v, final hits %d", err, finalHits.Load())
+	}
+	if res.total() != 0 {
+		t.Fatalf("%d lookups for IP literals", res.total())
+	}
+}
+
+// http -> https on the same host is another key (port 443, not 80): a pin on
+// (host, 80) does not cover it, and the hop asks again.
+func TestRedirectHTTPToHTTPSAsksAgain(t *testing.T) {
+	d := targetTestDB(t)
+	ic, res := pgGate(t, d)
+	res.set("app.example.com", "203.0.113.7")
+	scope := taskScope(t, d, ic, time.Minute)
+	pinURL(t, d, ic, scope, "http://app.example.com/")
+	ctx := WithTargetScope(t.Context(), scope)
+
+	if err := hop(ctx, "http://app.example.com/next", "http://app.example.com/"); err != nil {
+		t.Fatalf("hop on the pinned key: %v", err)
+	}
+	err := hop(ctx, "https://app.example.com/", "http://app.example.com/")
+	if err == nil || !strings.Contains(err.Error(), TargetApprovalPending) || !strings.Contains(err.Error(), "redirects to app.example.com:443") {
+		t.Fatalf("http -> https: %v", err)
+	}
+	ids := openRows(t, d, scope)
+	if len(ids) != 1 {
+		t.Fatalf("open requests = %v, want the one for port 443", ids)
+	}
+	detail, err := d.GetInterceptDetail(ids[0])
+	if err != nil || detail == nil || detail.Audit == nil || detail.Audit.Targets[0].Port != 443 || detail.Audit.Targets[0].RedirectFrom != "app.example.com:80" {
+		t.Fatalf("request = %+v, %v", detail, err)
+	}
+}

intercept/target_redirect_test.go

@@ -0,0 +1,229 @@
+package intercept
+
+import (
+	"context"
+	"net"
+	"net/http"
+	"net/http/httptest"
+	"net/url"
+	"strings"
+	"sync/atomic"
+	"testing"
+	"time"
+
+	"github.com/Autumn-27/artex/db"
+)
+
+// Step 1.9: every redirect hop of a platform-owned client goes through the gate.
+// Without a database: a hop that would open a request is covered by the
+// PostgreSQL tests.
+
+// hopServer counts its requests and answers a fixed page, or a redirect to
+// location when it is set.
+func hopServer(t *testing.T, location string) (srv *httptest.Server, hits *atomic.Int64, key string) {
+	t.Helper()
+	hits = &atomic.Int64{}
+	srv = httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		hits.Add(1)
+		if location != "" {
+			http.Redirect(w, r, location, http.StatusFound)
+			return
+		}
+		_, _ = w.Write([]byte("hop-reached"))
+	}))
+	t.Cleanup(srv.Close)
+	u, err := url.Parse(srv.URL)
+	if err != nil {
+		t.Fatal(err)
+	}
+	return srv, hits, u.Host
+}
+
+// hop calls the redirect policy of tool on one hop, as the client does.
+func hop(ctx context.Context, to string, from ...string) error {
+	req, err := http.NewRequestWithContext(ctx, http.MethodGet, to, nil)
+	if err != nil {
+		panic(err)
+	}
+	via := make([]*http.Request, len(from))
+	for n, f := range from {
+		if via[n], err = http.NewRequestWithContext(ctx, http.MethodGet, f, nil); err != nil {
+			panic(err)
+		}
+	}
+	return RedirectCheck("WebFetch")(req, via)
+}
+
+func gatedFetch(ctx context.Context, rawURL string) (*http.Response, error) {
+	req, err := http.NewRequestWithContext(ctx, http.MethodGet, rawURL, nil)
+	if err != nil {
+		return nil, err
+	}
+	resp, err := (&http.Client{CheckRedirect: RedirectCheck("WebFetch")}).Do(req)
+	if resp != nil {
+		resp.Body.Close()
+	}
+	return resp, err
+}
+
+// With the gate off, or without a scope, the policy is net/http's default:
+// every hop is followed, up to 10, with the same error after that. Nothing is
+// parsed, resolved, read or logged, not even a hop whose target cannot be read.
+func TestRedirectGateOffKeepsDefaultPolicy(t *testing.T) {
+	g := newGate(t)
+	g.res.set("app.example.com", "203.0.113.7")
+	chain := make([]string, maxRedirects)
+	for n := range chain {
+		chain[n] = "http://app.example.com/"
+	}
+	for name, ctx := range map[string]context.Context{
+		"no scope": context.Background(),
+		"no flag":  WithTargetScope(context.Background(), TargetScope{TaskID: "7", WaitBound: time.Minute, Interceptor: g.ic}),
+		"flag off": WithTargetScope(context.Background(), TargetScope{TaskID: "7", Enabled: func() bool { return false }, Interceptor: g.ic}),
+	} {
+		if err := hop(ctx, "https://other.example.com/", chain[:1]...); err != nil {
+			t.Errorf("%s: %v, want the hop followed", name, err)
+		}
+		if err := hop(ctx, "http:///no-host", chain[:1]...); err != nil {
+			t.Errorf("%s, no host: %v, want the hop followed", name, err)
+		}
+		if err := hop(ctx, "https://other.example.com/", chain[:maxRedirects-1]...); err != nil {
+			t.Errorf("%s, hop 9: %v", name, err)
+		}
+		if err := hop(ctx, "https://other.example.com/", chain...); err == nil || err.Error() != "stopped after 10 redirects" {
+			t.Errorf("%s, hop 10: %v, want net/http's limit", name, err)
+		}
+
+		// Through a real client: a hop to another port, which the gate would ask
+		// for, is followed.
+		final, finalHits, _ := hopServer(t, "")
+		start, _, _ := hopServer(t, final.URL+"/final")
+		if resp, err := gatedFetch(ctx, start.URL+"/start"); err != nil || resp.StatusCode != http.StatusOK || finalHits.Load() != 1 {
+			t.Errorf("%s: chain not followed: %v, hits=%d", name, err, finalHits.Load())
+		}
+		loop := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+			http.Redirect(w, r, r.URL.Path+"x", http.StatusFound)
+		}))
+		_, gotErr := gatedFetch(ctx, loop.URL+"/l")
+		_, wantErr := (&http.Client{}).Get(loop.URL + "/l")
+		loop.Close()
+		if gotErr == nil || wantErr == nil || gotErr.Error() != wantErr.Error() {
+			t.Errorf("%s: redirect loop: %v, want the default policy's %v", name, gotErr, wantErr)
+		}
+	}
+	if g.store.reads != 0 || len(g.store.logged) != 0 || g.res.total() != 0 {
+		t.Errorf("gate off: %d store reads, %d rows, %d lookups, want none", g.store.reads, len(g.store.logged), g.res.total())
+	}
+	// Gate on, the limit holds as well, before anything is read.
+	if err := hop(g.ctx(), "https://app.example.com/", chain...); err == nil || err.Error() != "stopped after 10 redirects" || g.store.reads != 0 {
+		t.Errorf("gate on, hop 10: %v, %d store reads", err, g.store.reads)
+	}
+}
+
+// A hop to a pinned target is followed, through a real client: the redirected
+// request keeps the context of the call, so the policy finds the scope. The
+// first use of the pin is logged with the origin of the redirect.
+func TestRedirectToPinnedHostFollowed(t *testing.T) {
+	g := newGate(t)
+	final, finalHits, finalKey := hopServer(t, "")
+	start, startHits, startKey := hopServer(t, final.URL+"/final")
+	host, port, _ := net.SplitHostPort(finalKey)
+	pin := &db.TargetPin{ID: 1, Host: host, Port: atoiPort(t, port), Version: 1, Status: db.TargetPinActive, PinnedIPs: []string{host}}
+	g.store.pins = []*db.TargetPin{pin}
+
+	resp, err := gatedFetch(g.ctx(), start.URL+"/start")
+	if err != nil || resp.StatusCode != http.StatusOK || startHits.Load() != 1 || finalHits.Load() != 1 {
+		t.Fatalf("pinned hop: %v, hits start=%d final=%d", err, startHits.Load(), finalHits.Load())
+	}
+	if got := g.store.outcomes(); len(got) != 1 || got[0] != "allowed/pin_match" {
+		t.Fatalf("rows = %v, want the first use of the pin", got)
+	}
+	row := g.store.logged[0]
+	if tgt := row.Audit.Targets[0]; tgt.Host != host || tgt.RedirectFrom != startKey || tgt.PinID != pin.ID {
+		t.Fatalf("logged target = %+v, want %s from %s", tgt, finalKey, startKey)
+	}
+	if !strings.Contains(string(row.ToolInput), final.URL+"/final") || !strings.Contains(string(row.ToolInput), start.URL+"/start") {
+		t.Fatalf("logged input = %s, want the hop and its origin", row.ToolInput)
+	}
+	if g.res.total() != 0 {
+		t.Fatalf("%d lookups for an IP literal", g.res.total())
+	}
+}
+
+// A (host, 0) pin covers every port: http -> https on that host is followed.
+func TestRedirectToPortZeroPinnedHostFollowed(t *testing.T) {
+	g := newGate(t)
+	g.res.set("app.example.com", "203.0.113.7")
+	g.store.pins = []*db.TargetPin{{ID: 1, Host: "app.example.com", Port: 0, Version: 1, Status: db.TargetPinActive, PinnedIPs: []string{"203.0.113.7"}}}
+	if err := hop(g.ctx(), "https://app.example.com/login", "http://app.example.com/login"); err != nil {
+		t.Fatalf("http -> https under a (host, 0) pin: %v", err)
+	}
+}
+
+// A block rule stops a hop before anything is resolved, whether it names the
+// hop's host or its URL, and even when the hop stays on a pinned host. No
+// request is opened.
+func TestRedirectToBlockedNameNotResolved(t *testing.T) {
+	g := newGate(t)
+	g.res.set("app.example.com", "203.0.113.7")
+	g.res.set("evil.example", "198.51.100.9")
+	g.store.pins = []*db.TargetPin{{ID: 1, Host: "app.example.com", Port: 443, Version: 1, Status: db.TargetPinActive, PinnedIPs: []string{"203.0.113.7"}}}
+	g.store.rules = []db.AssetInterceptRule{
+		{Enabled: true, Kind: "exact_domain", Pattern: "evil.example"},
+		{Enabled: true, Kind: "exact_url", Pattern: "https://app.example.com/admin"},
+	}
+
+	err := hop(g.ctx(), "http://evil.example/x", "https://app.example.com/")
+	if err == nil || !strings.Contains(err.Error(), TargetRuleBlocked) || !strings.Contains(err.Error(), "https://app.example.com/ redirects to evil.example:80") {
+		t.Fatalf("hop to a blocked name: %v", err)
+	}
+	if n := g.res.lookups("evil.example"); n != 0 {
+		t.Fatalf("the blocked name was resolved %d times", n)
+	}
+	err = hop(g.ctx(), "https://app.example.com/admin", "https://app.example.com/")
+	if err == nil || !strings.Contains(err.Error(), TargetRuleBlocked) {
+		t.Fatalf("hop to a blocked URL on a pinned host: %v", err)
+	}
+	if got := g.store.outcomes(); len(got) != 2 || got[0] != "denied/rule_blocked" || got[1] != "denied/rule_blocked" {
+		t.Fatalf("rows = %v, want two blocks", got)
+	}
+	if from := g.store.logged[0].Audit.Targets[0].RedirectFrom; from != "app.example.com:443" {
+		t.Fatalf("redirect_from = %q", from)
+	}
+	if g.res.total() != 0 {
+		t.Fatalf("%d lookups, want none", g.res.total())
+	}
+}
+
+// A hop whose target cannot be read is blocked with TARGET_GATE_UNAVAILABLE, as
+// a rendered URL is, and opens no request.
+func TestRedirectUnreadableHopBlocked(t *testing.T) {
+	g := newGate(t)
+	for _, to := range []*url.URL{
+		{Scheme: "http", Path: "/no-host"},
+		{Scheme: "http", Host: "app.example.com:99999", Path: "/"},
+	} {
+		req, _ := http.NewRequestWithContext(g.ctx(), http.MethodGet, "http://placeholder.example/", nil)
+		req.URL = to
+		via, _ := http.NewRequestWithContext(g.ctx(), http.MethodGet, "https://app.example.com/", nil)
+		err := RedirectCheck("WebFetch")(req, []*http.Request{via})
+		if err == nil || !strings.Contains(err.Error(), TargetGateUnavailable) {
+			t.Errorf("%s: %v, want TARGET_GATE_UNAVAILABLE", to, err)
+		}
+	}
+	if got := g.store.outcomes(); len(got) != 2 || got[0] != "denied/gate_unavailable" {
+		t.Fatalf("rows = %v", got)
+	}
+	if g.res.total() != 0 {
+		t.Fatalf("%d lookups, want none", g.res.total())
+	}
+}
+
+func atoiPort(t *testing.T, s string) int {
+	t.Helper()
+	p := validPort(s)
+	if p == 0 {
+		t.Fatalf("port %q", s)
+	}
+	return p
+}

intercept/target_request.go

@@ -41,6 +41,9 @@ type TargetRequest struct {
 	Reason      string        // no_pin | new_ip | revoked
 	Pin         *db.TargetPin // the active pin an approval would extend (new_ip); nil otherwise
 	ExemptVoid  bool          // a stored exemption names the target and was void for this call
+	// RedirectFrom is the origin (host:port) of the redirect that leads to the
+	// target; empty when the call names the target itself.
+	RedirectFrom string
 }
 
 // TargetResult is the outcome of RequestTargets. Code is empty when every
@@ -248,6 +251,7 @@ func (i *Interceptor) openTargetRequest(ctx context.Context, ref db.TargetScopeR
 		Host: t.Host, Port: t.Port, Kind: t.Kind,
 		ResolvedIPs: t.ResolvedIPs, Resolver: t.Resolver, ResolvedAt: t.ResolvedAt,
 		Reason: t.Reason, Outcome: "requested", NameOnlyEffective: nameOnly, ExemptVoid: t.ExemptVoid,
+		RedirectFrom: t.RedirectFrom,
 	}
 	if t.Pin != nil {
 		target.PinID, target.PinVersion, target.PinnedIPs = t.Pin.ID, t.Pin.Version, t.Pin.PinnedIPs
@@ -363,6 +367,9 @@ func targetReason(scope TargetScope, t TargetRequest, ask *Decision, nameOnly bo
 		b.WriteString(ask.Message)
 		b.WriteString("\nThis call also names a target that needs approval. ")
 	}
+	if t.RedirectFrom != "" {
+		fmt.Fprintf(&b, "A redirect from %s leads to this target; the redirect was not followed. ", t.RedirectFrom)
+	}
 	name, bound := targetName(t), scope.scopeName()
 	if t.Port == 0 {
 		name += " (port not declared: every port)"
@@ -377,7 +384,8 @@ func targetReason(scope TargetScope, t TargetRequest, ask *Decision, nameOnly bo
 	fmt.Fprintf(&b, " Approving pins these addresses for %s until revoked.", bound)
 	if nameOnly {
 		b.WriteString(" Egress goes through the upstream proxy, which chooses the address it connects to." +
-			" The addresses listed are what the platform resolved. This approval is name-only.")
+			" The addresses listed are what the platform resolved. This approval is name-only." +
+			" The platform does not bind the connection to these addresses.")
 	}
 	return b.String()
 }

intercept/target_resolve.go

@@ -24,6 +24,16 @@ type Resolver interface {
 // resolver unless one is set.
 func (i *Interceptor) SetResolver(r Resolver) { i.resolve.use(r) }
 
+// SetBaseDialer replaces the dialer that opens the connections PinnedDialer
+// lets through, which is a net.Dialer with the settings of
+// http.DefaultTransport unless one is set. Tests use it to map addresses to
+// local listeners and to see what was dialled.
+func (i *Interceptor) SetBaseDialer(f func(ctx context.Context, network, addr string) (net.Conn, error)) {
+	i.mu.Lock()
+	i.dial = f
+	i.mu.Unlock()
+}
+
 // systemResolver is the resolver of the ARTEX process. It reads the same
 // resolver configuration as the tools that run in the same container.
 type systemResolver struct{}

server/conversations.go

@@ -620,9 +620,14 @@ func (s *Server) StartTriggeredRun(agentKey, title, message string, taskID int64
 		return
 	}
 	cfg := s.readTriggerBehavior(agentKey) // DB read BEFORE the lock (never under queueMu)
+	// A conversation triggered by a gated task is gated (the flag only, never pins).
+	gated := false
+	if t, ok := s.m.Task(strconv.FormatInt(taskID, 10)); ok && taskID > 0 {
+		gated = t.targetGate.Load()
+	}
 	s.queueMu.Lock()
 	s.triggerCfg[agentKey] = cfg
-	s.triggerQ[agentKey] = append(s.triggerQ[agentKey], triggeredRun{agentKey: agentKey, title: title, message: message, taskID: taskID, taskDesc: taskDesc, taskGoal: taskGoal, mergeable: mergeable})
+	s.triggerQ[agentKey] = append(s.triggerQ[agentKey], triggeredRun{agentKey: agentKey, title: title, message: message, taskID: taskID, taskDesc: taskDesc, taskGoal: taskGoal, mergeable: mergeable, targetGate: gated})
 	s.pumpLocked(agentKey)
 	s.queueMu.Unlock()
 }
@@ -749,15 +754,26 @@ func mergeTriggeredRuns(items []triggeredRun) triggeredRun {
 		fmt.Fprintf(&b, "\n── trigger %d ──\n%s\n", i+1, it.message)
 	}
 	return triggeredRun{
-		agentKey:  first.agentKey,
-		title:     fmt.Sprintf("Merged triggers · task#%d · %d items", first.taskID, len(items)),
-		message:   b.String(),
-		taskID:    first.taskID,
-		mergeable: true,
+		agentKey:   first.agentKey,
+		title:      fmt.Sprintf("Merged triggers · task#%d · %d items", first.taskID, len(items)),
+		message:    b.String(),
+		taskID:     first.taskID,
+		mergeable:  true,
+		targetGate: anyTriggerGated(items),
 		// taskDesc/taskGoal left empty: header already embedded above.
 	}
 }
 
+// anyTriggerGated reports whether any fire of a merged run came from a gated task.
+func anyTriggerGated(items []triggeredRun) bool {
+	for _, it := range items {
+		if it.targetGate {
+			return true
+		}
+	}
+	return false
+}
+
 // mergeAllRuns folds the ENTIRE queued burst into one run (merge_mode='all'),
 // regardless of type. Events are grouped by task (tasks in first-appearance order,
 // events in their original order within a task), so each task's context header — and
@@ -791,11 +807,12 @@ func mergeAllRuns(items []triggeredRun) triggeredRun {
 		}
 	}
 	return triggeredRun{
-		agentKey:  first.agentKey,
-		title:     fmt.Sprintf("Merged triggers · all · %d items", len(items)),
-		message:   b.String(),
-		taskID:    first.taskID,
-		mergeable: true,
+		agentKey:   first.agentKey,
+		title:      fmt.Sprintf("Merged triggers · all · %d items", len(items)),
+		message:    b.String(),
+		taskID:     first.taskID,
+		mergeable:  true,
+		targetGate: anyTriggerGated(items),
 		// taskDesc/taskGoal left empty: per-task headers already embedded above.
 	}
 }
@@ -810,7 +827,7 @@ func (s *Server) runTriggeredRun(item triggeredRun) {
 		}
 	}()
 	pg := s.m.pg
-	c, err := pg.CreateConversation(item.agentKey, firstLine(item.title, 60), nil)
+	c, err := pg.CreateConversationGated(item.agentKey, firstLine(item.title, 60), nil, item.targetGate)
 	if err != nil {
 		log.Printf("[trigger] create conversation for %s failed: %v", item.agentKey, err)
 		return

server/customtool.go

@@ -455,7 +455,9 @@ func (s *Server) runHTTPTool(ctx context.Context, key string, execRaw json.RawMe
 		req.Header.Set(k, renderTemplate(v, params, identity))
 	}
 	client := &http.Client{Timeout: timeoutOr(spec.TimeoutMs, 30000)}
-	if tr := s.httpProxyTransport(spec); tr != nil {
+	// Every redirect hop goes through the target gate, as the rendered URL did.
+	client.CheckRedirect = intercept.RedirectCheck(key)
+	if tr := s.httpToolTransport(ctx, key, spec); tr != nil {
 		client.Transport = tr
 	}
 	resp, err := client.Do(req)
@@ -469,14 +471,38 @@ func (s *Server) runHTTPTool(ctx context.Context, key string, execRaw json.RawMe
 	return actool.Text(actool.Capture(tc, string(b))), nil
 }
 
+// httpToolTransport is the transport of one http tool call, or nil
+// (http.DefaultTransport). A call through a proxy keeps httpProxyTransport: it
+// dials the proxy, which makes the connection to the target. A direct call in
+// a gated scope connects through the pinned dialer, to addresses a pin covers.
+func (s *Server) httpToolTransport(ctx context.Context, key string, spec httpExec) *http.Transport {
+	if tr := s.httpProxyTransport(spec); tr != nil {
+		return tr
+	}
+	if !intercept.GateOn(ctx) {
+		return nil
+	}
+	base, ok := http.DefaultTransport.(*http.Transport)
+	if !ok {
+		base = &http.Transport{}
+	}
+	tr := base.Clone()
+	// An environment proxy would be dialled instead of the target.
+	tr.Proxy = nil
+	tr.DialContext = intercept.PinnedDialer(key, true)
+	// One request per call: no idle connection outlives the call.
+	tr.DisableKeepAlives = true
+	return tr
+}
+
 // httpProxyTransport builds a Transport for the http tool's proxy config, or nil
 // (direct). use_recording_proxy routes through the recording proxy + trusts its CA.
 func (s *Server) httpProxyTransport(spec httpExec) *http.Transport {
-	proxyStr := strings.TrimSpace(spec.Proxy)
+	proxyStr := proxyURLString(spec.Proxy)
 	var caFile string
 	if spec.UseRecordingProxy {
-		if addr := s.m.ProxyAddr(); addr != "" {
-			proxyStr = "http://" + addr
+		if addr := proxyURLString(s.m.ProxyAddr()); addr != "" {
+			proxyStr = addr
 			caFile = s.m.ProxyCACert()
 		}
 	}
@@ -499,6 +525,17 @@ func (s *Server) httpProxyTransport(spec httpExec) *http.Transport {
 	return tr
 }
 
+// proxyURLString returns a proxy address as a URL: a bare host:port gets
+// "http://", an address that already has a scheme (as ProxyAddr returns it) is
+// kept as is.
+func proxyURLString(s string) string {
+	s = strings.TrimSpace(s)
+	if s == "" || strings.Contains(s, "://") {
+		return s
+	}
+	return "http://" + s
+}
+
 // ---------- helpers ----------
 
 func identity(s string) string { return s }

server/customtool_dial_test.go

@@ -0,0 +1,358 @@
+package server
+
+import (
+	"context"
+	"errors"
+	"fmt"
+	"io"
+	"net"
+	"net/http"
+	"net/http/httptest"
+	"slices"
+	"strings"
+	"sync"
+	"testing"
+	"time"
+
+	"github.com/Autumn-27/artex/db"
+	"github.com/Autumn-27/artex/intercept"
+)
+
+// Step 2.1: the custom http tool connects directly through the pinned dialer
+// in a gated scope, and a gated worker's WebFetch end to end.
+
+// routeDialer is the base dialer of the gate in these tests: it records every
+// address, connects the routed TEST-NET addresses to local listeners, and
+// refuses the rest.
+type routeDialer struct {
+	mu     sync.Mutex
+	routes map[string]string
+	dialed []string
+}
+
+func newRouteDialer(g *gateServer) *routeDialer {
+	d := &routeDialer{routes: map[string]string{}}
+	g.m.interceptor.SetBaseDialer(d.dial)
+	return d
+}
+
+func (d *routeDialer) route(addr, to string) {
+	d.mu.Lock()
+	d.routes[addr] = to
+	d.mu.Unlock()
+}
+
+func (d *routeDialer) dial(ctx context.Context, network, addr string) (net.Conn, error) {
+	d.mu.Lock()
+	d.dialed = append(d.dialed, addr)
+	to, ok := d.routes[addr]
+	d.mu.Unlock()
+	if !ok {
+		return nil, &net.OpError{Op: "dial", Net: network, Err: errors.New("no route in the test dialer")}
+	}
+	return (&net.Dialer{}).DialContext(ctx, network, to)
+}
+
+func (d *routeDialer) calls() []string {
+	d.mu.Lock()
+	defer d.mu.Unlock()
+	return slices.Clone(d.dialed)
+}
+
+func (r *countingResolver) set(host string, ips ...string) {
+	r.mu.Lock()
+	r.answers[host] = ips
+	r.mu.Unlock()
+}
+
+// approveTarget opens the request of a gated http tool call on key and approves it.
+func approveTarget(t *testing.T, g *gateServer, task *Task, tool interface {
+	Name() string
+}, call func() (string, bool), key string) {
+	t.Helper()
+	if out, isErr := call(); !isErr || !strings.Contains(out, "TARGET_APPROVAL_PENDING") {
+		t.Fatalf("%s before the approval: error=%v out=%q", tool.Name(), isErr, out)
+	}
+	id, _, _, ok := openTargetRequest(t, g.m.pg, task.ID, key)
+	if !ok {
+		t.Fatalf("no request on %s", key)
+	}
+	decide(t, g, id, "allowed")
+}
+
+// A gated direct call reaches its target at the pinned address; once the name
+// answers another address, the rendered-URL gate passes on the cached answer
+// and the dial connects nowhere.
+func TestCustomHTTPDirectDialPinned(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	task := g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	srv, hits, _, port := countingServer(t)
+	res := &countingResolver{answers: map[string][]string{"api.example.com": {"203.0.113.7"}}}
+	g.m.interceptor.SetResolver(res)
+	dialer := newRouteDialer(g)
+	dialer.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	dialer.route("203.0.113.9:"+port, srv.Listener.Addr().String())
+	key := "api.example.com:" + port
+	tool := g.s.buildCustomTool(&db.Tool{Key: "probe_dial", Kind: "http",
+		Exec: execJSON(t, map[string]any{"url": "http://" + key + "/dial"})})
+	call := func() (string, bool) { return callTool(t, tool, gatedCtx(task, 0), `{}`, nil) }
+	approveTarget(t, g, task, tool, call, key)
+
+	if out, isErr := call(); isErr || !strings.Contains(out, "probe-reached") || hits.Load() != 1 {
+		t.Fatalf("pinned call: error=%v out=%q hits=%d", isErr, out, hits.Load())
+	}
+	res.set("api.example.com", "203.0.113.9")
+	out, isErr := call()
+	if !isErr || !strings.Contains(out, "TARGET_APPROVAL_PENDING: the connection to "+key+" was not opened") || hits.Load() != 1 {
+		t.Fatalf("rebound name: error=%v out=%q hits=%d", isErr, out, hits.Load())
+	}
+	if got := dialer.calls(); !slices.Equal(got, []string{"203.0.113.7:" + port}) {
+		t.Fatalf("dialled %v, want the pinned address once", got)
+	}
+	if _, toolName, input, ok := openTargetRequest(t, g.m.pg, task.ID, key); !ok || toolName != "probe_dial" || !strings.Contains(input, "dial") {
+		t.Fatalf("request at the dial: ok=%v tool=%q input=%s", ok, toolName, input)
+	}
+}
+
+// With the gate off (and without a scope) the call keeps http.DefaultTransport:
+// no transport is built. A spec with a proxy keeps its proxy transport, without
+// a dialer. Gate on and direct: a transport with the pinned dialer, no
+// environment proxy, keep-alive off.
+func TestCustomHTTPGateOffTransportUnchanged(t *testing.T) {
+	s := &Server{}
+	direct := httpExec{URL: "http://api.example.com/"}
+	scope := func(on bool) context.Context {
+		return intercept.WithTargetScope(context.Background(), intercept.TargetScope{TaskID: "7", Enabled: func() bool { return on }})
+	}
+	for name, ctx := range map[string]context.Context{"no scope": context.Background(), "flag off": scope(false)} {
+		if tr := s.httpToolTransport(ctx, "probe", direct); tr != nil {
+			t.Fatalf("%s: transport %+v, want nil (http.DefaultTransport)", name, tr)
+		}
+	}
+	if tr := s.httpToolTransport(scope(true), "probe", httpExec{URL: direct.URL, Proxy: "http://127.0.0.1:1"}); tr == nil || tr.Proxy == nil || tr.DialContext != nil {
+		t.Fatalf("operator proxy: transport %+v, want the proxy transport without a dialer", tr)
+	}
+	if tr := s.httpToolTransport(scope(true), "probe", direct); tr == nil || tr.Proxy != nil || tr.DialContext == nil || !tr.DisableKeepAlives {
+		t.Fatalf("gated direct call: transport %+v", tr)
+	}
+}
+
+// The proxy URL of the http tool's transport: an address with a scheme is kept
+// as is, a bare host:port gets "http://"; never a doubled scheme.
+func TestHTTPProxyTransportProxyScheme(t *testing.T) {
+	req := httptest.NewRequest("GET", "http://api.example.com/", nil)
+	for _, c := range []struct {
+		name, globalProxy string
+		spec              httpExec
+		want              string
+	}{
+		{"recording proxy, global proxy with a scheme", "http://127.0.0.1:3128", httpExec{UseRecordingProxy: true}, "http://127.0.0.1:3128"},
+		{"operator proxy with a scheme", "", httpExec{Proxy: "http://10.0.0.5:8080"}, "http://10.0.0.5:8080"},
+		{"operator proxy as bare host:port", "", httpExec{Proxy: " 10.0.0.5:8080 "}, "http://10.0.0.5:8080"},
+	} {
+		s := &Server{m: &Manager{globalProxy: c.globalProxy}}
+		tr := s.httpProxyTransport(c.spec)
+		if tr == nil || tr.Proxy == nil {
+			t.Fatalf("%s: transport %+v, want a proxy transport", c.name, tr)
+		}
+		u, err := tr.Proxy(req)
+		if err != nil || u == nil || u.String() != c.want {
+			t.Fatalf("%s: Proxy(req) = %v, %v; want %s", c.name, u, err, c.want)
+		}
+	}
+}
+
+// passRoundTripper stands in for an http.DefaultTransport that is not an
+// *http.Transport; it hands every request to the original transport.
+type passRoundTripper struct{ next http.RoundTripper }
+
+func (p passRoundTripper) RoundTrip(r *http.Request) (*http.Response, error) {
+	return p.next.RoundTrip(r)
+}
+
+// With http.DefaultTransport replaced by another RoundTripper, a gated direct
+// call still gets a transport with the pinned dialer instead of a panic.
+func TestHTTPToolTransportDefaultTransportNotStd(t *testing.T) {
+	orig := http.DefaultTransport
+	http.DefaultTransport = passRoundTripper{next: orig}
+	defer func() { http.DefaultTransport = orig }()
+	ctx := intercept.WithTargetScope(context.Background(), intercept.TargetScope{TaskID: "7", Enabled: func() bool { return true }})
+	tr := (&Server{}).httpToolTransport(ctx, "probe", httpExec{URL: "http://api.example.com/"})
+	if tr == nil || tr.DialContext == nil {
+		t.Fatalf("transport %+v, want one with the pinned dialer", tr)
+	}
+}
+
+// A redirect of a pinned origin to a pinned hop: the hop is dialled at the
+// hop's pinned address.
+func TestCustomHTTPRedirectHopDialPinned(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	task := g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	final, finalHits, _, finalPort := countingServer(t)
+	hopKey := "hop.example.com:" + finalPort
+	start, _, startAddr := redirectingServer(t, "http://"+hopKey+"/final")
+	_, startPort, _ := net.SplitHostPort(startAddr)
+	originKey := "api.example.com:" + startPort
+	res := &countingResolver{answers: map[string][]string{"api.example.com": {"203.0.113.7"}, "hop.example.com": {"203.0.113.8"}}}
+	g.m.interceptor.SetResolver(res)
+	dialer := newRouteDialer(g)
+	dialer.route("203.0.113.7:"+startPort, start.Listener.Addr().String())
+	dialer.route("203.0.113.8:"+finalPort, final.Listener.Addr().String())
+	// Were the hop dialled at the origin's address, it would still reach it.
+	dialer.route("203.0.113.7:"+finalPort, final.Listener.Addr().String())
+	tool := g.s.buildCustomTool(&db.Tool{Key: "probe_hop", Kind: "http",
+		Exec: execJSON(t, map[string]any{"url": "http://" + originKey + "/start"})})
+	call := func() (string, bool) { return callTool(t, tool, gatedCtx(task, 0), `{}`, nil) }
+	approveTarget(t, g, task, tool, call, originKey)
+	approveTarget(t, g, task, tool, call, hopKey)
+
+	before := len(dialer.calls())
+	if out, isErr := call(); isErr || !strings.Contains(out, "probe-reached") || finalHits.Load() != 1 {
+		t.Fatalf("pinned hop: error=%v out=%q", isErr, out)
+	}
+	if got := dialer.calls()[before:]; !slices.Equal(got, []string{"203.0.113.7:" + startPort, "203.0.113.8:" + finalPort}) {
+		t.Fatalf("dialled %v, want the origin's then the hop's pinned address", got)
+	}
+}
+
+// The custom-tool test endpoint has no scope (D14): its connection never goes
+// through the gate's dialer, and nothing is written.
+func TestCustomToolTestEndpointDialUngated(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	dialer := newRouteDialer(g)
+	_, hits, host, port := countingServer(t)
+	before := 0
+	if err := g.m.pg.QueryRow(`SELECT count(*) FROM intercept_pending WHERE decision_source='target' OR target_key IS NOT NULL`).Scan(&before); err != nil {
+		t.Fatal(err)
+	}
+	code, out := g.do(t, "POST", "/api/tools/custom/test", fmt.Sprintf(`{"kind":"http","exec":{"url":"http://%s:%s/test"}}`, host, port))
+	if code != 200 || out["is_error"] != false || hits.Load() != 1 || len(dialer.calls()) != 0 {
+		t.Fatalf("test endpoint: %d %v hits=%d dialled %v", code, out, hits.Load(), dialer.calls())
+	}
+	after := 0
+	if err := g.m.pg.QueryRow(`SELECT count(*) FROM intercept_pending WHERE decision_source='target' OR target_key IS NOT NULL`).Scan(&after); err != nil || after != before {
+		t.Fatalf("the test endpoint wrote %d target rows (%v)", after-before, err)
+	}
+}
+
+// Documents a known limit: a custom http tool that goes through a proxy is not
+// bound to pins. The pinned dialer covers direct connections only; through a
+// proxy the connection to the target is the proxy's, and the proxy here
+// connects to a peer nobody pinned. Step 2.2 binds the recording proxy (and
+// flips its half of this test); an operator-written proxy stays unbound
+// (OPEN-6).
+func TestBypass_CustomHTTPProxyPeerNotPinned(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	task := g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	_, hits, _, port := countingServer(t)
+	peer := "127.0.0.1:" + port
+	proxy := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		// Whatever the request names, the proxy connects to peer.
+		resp, err := http.Get("http://" + peer + r.URL.Path)
+		if err != nil {
+			http.Error(w, err.Error(), http.StatusBadGateway)
+			return
+		}
+		defer resp.Body.Close()
+		_, _ = io.Copy(w, resp.Body)
+	}))
+	t.Cleanup(proxy.Close)
+	res := &countingResolver{answers: map[string][]string{"api.example.com": {"203.0.113.7"}}}
+	g.m.interceptor.SetResolver(res)
+	dialer := newRouteDialer(g)
+	key := "api.example.com:" + port
+	url := "http://" + key + "/bypass"
+	direct := g.s.buildCustomTool(&db.Tool{Key: "probe_bypass", Kind: "http", Exec: execJSON(t, map[string]any{"url": url})})
+	approveTarget(t, g, task, direct, func() (string, bool) { return callTool(t, direct, gatedCtx(task, 0), `{}`, nil) }, key)
+
+	// The global proxy carries a scheme, as in production (ProxyAddr returns it
+	// as is with capture off); httpProxyTransport must not write a second one.
+	g.m.mu.Lock()
+	g.m.globalProxy = proxy.URL
+	g.m.mu.Unlock()
+	t.Cleanup(func() {
+		g.m.mu.Lock()
+		g.m.globalProxy = ""
+		g.m.mu.Unlock()
+	})
+	for name, exec := range map[string]map[string]any{
+		"operator proxy":      {"url": url, "proxy": proxy.URL},
+		"use_recording_proxy": {"url": url, "use_recording_proxy": true},
+	} {
+		before := hits.Load()
+		tool := g.s.buildCustomTool(&db.Tool{Key: "probe_bypass", Kind: "http", Exec: execJSON(t, exec)})
+		if out, isErr := callTool(t, tool, gatedCtx(task, 0), `{}`, nil); isErr || !strings.Contains(out, "probe-reached") || hits.Load() != before+1 {
+			t.Fatalf("%s: error=%v out=%q", name, isErr, out)
+		}
+	}
+	if got := dialer.calls(); len(got) != 0 {
+		t.Fatalf("dialled %v; the pinned address 203.0.113.7 is never dialled through a proxy", got)
+	}
+}
+
+// A gated worker's WebFetch end to end: approved, the next call passes; the
+// name then answers another address from the next lookup on, so the following
+// call passes the hook on the cached answer and fails at the dial with
+// TARGET_APPROVAL_PENDING. The new_ip request is approved through the API and
+// the call after passes.
+func TestTargetGateEndToEndDialRebindBlocked(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	task := g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	pg := g.m.pg
+	srv, hits, _, port := countingServer(t)
+	res := &countingResolver{answers: map[string][]string{"api.example.com": {"203.0.113.7"}}}
+	g.m.interceptor.SetResolver(res)
+	dialer := newRouteDialer(g)
+	dialer.route("203.0.113.7:"+port, srv.Listener.Addr().String())
+	dialer.route("203.0.113.9:"+port, srv.Listener.Addr().String())
+	key := "api.example.com:" + port
+	target := "http://" + key + "/e2e"
+	p := &toolScript{calls: fetches(target, target, target), results: make(chan string, 16),
+		hold: map[int64]chan struct{}{2: make(chan struct{}), 3: make(chan struct{})}}
+	done := runScriptedWorker(t, g, task, p)
+
+	var id int64
+	waitUntil(t, "the first request", func() bool {
+		var ok bool
+		id, _, _, ok = openTargetRequest(t, pg, task.ID, key)
+		return ok
+	})
+	decide(t, g, id, "allowed")
+	if r := p.next(t); !strings.Contains(r, "probe-reached") || hits.Load() != 1 {
+		t.Fatalf("first call after the approval: %q hits=%d", r, hits.Load())
+	}
+
+	res.set("api.example.com", "203.0.113.9")
+	close(p.hold[2])
+	if r := p.next(t); !strings.Contains(r, "TARGET_APPROVAL_PENDING: the connection to "+key+" was not opened") || hits.Load() != 1 {
+		t.Fatalf("second call, rebound at the dial: %q hits=%d", r, hits.Load())
+	}
+	newIP, toolName, _, ok := openTargetRequest(t, pg, task.ID, key)
+	if !ok || newIP == id || toolName != "WebFetch" {
+		t.Fatalf("new_ip request: ok=%v id=%d tool=%q", ok, newIP, toolName)
+	}
+	detail, err := pg.GetInterceptDetail(newIP)
+	if err != nil || detail == nil || detail.Audit == nil || detail.Audit.Targets[0].Reason != "new_ip" ||
+		!slices.Equal(detail.Audit.Targets[0].ResolvedIPs, []string{"203.0.113.9"}) {
+		t.Fatalf("new_ip request detail = %+v, %v", detail, err)
+	}
+	decide(t, g, newIP, "allowed")
+	close(p.hold[3])
+	if r := p.next(t); !strings.Contains(r, "probe-reached") || hits.Load() != 2 {
+		t.Fatalf("third call after the new_ip approval: %q hits=%d", r, hits.Load())
+	}
+	if got := dialer.calls(); !slices.Equal(got, []string{"203.0.113.7:" + port, "203.0.113.9:" + port}) {
+		t.Fatalf("dialled %v", got)
+	}
+	select {
+	case <-done:
+	case <-time.After(60 * time.Second):
+		t.Fatal("the worker run did not end")
+	}
+}

server/orchestration.go

@@ -13,6 +13,7 @@ import (
 
 	"github.com/Autumn-27/artex/agent"
 	"github.com/Autumn-27/artex/db"
+	"github.com/Autumn-27/artex/intercept"
 	"github.com/Autumn-27/norma/permission"
 	actool "github.com/Autumn-27/norma/tool"
 )
@@ -253,7 +254,7 @@ func (s *Server) toolSpawnTask() actool.CoreTool {
 			"plan_heartbeat_seconds": map[string]any{"type": "integer", "description": "optional: planner heartbeat interval (seconds). When this much time has passed since the last planning round ended/the task started with no trigger in between → run one planning round (deadlock backstop + wakes the planner to supervise in-flight workers). Empty or 0 = default 600 (10min);"},
 			"seed_first_intent":      map[string]any{"type": "boolean", "description": "optional: enable for simple tasks to issue one seed intent at creation (content = description + goal) so a worker can start testing right away without waiting for the first planner round; default false (the standard plan-then-execute flow)."},
 		}, "description", "goal"),
-		func(_ context.Context, in json.RawMessage) (actool.Result, error) {
+		func(ctx context.Context, in json.RawMessage) (actool.Result, error) {
 			var a struct {
 				Description          string          `json:"description"`
 				Goal                 string          `json:"goal"`
@@ -307,11 +308,32 @@ func (s *Server) toolSpawnTask() actool.CoreTool {
 			if pin != nil {
 				llmIDs = []int64{*pin}
 			}
+			// Target gate: a child spawned from a gated scope is gated too, and keeps
+			// the block rules of the calling task. Read from the caller's scope, never
+			// from parent_ref (optional and written by the model). Pins and allow rules
+			// are never copied. Gate-off caller or no scope: created as before.
+			var gate *bool
+			var blockRules []db.TaskInterceptRuleInput
+			if scope, ok := intercept.TargetScopeFromContext(ctx); ok && scope.Enabled != nil && scope.Enabled() {
+				on := true
+				gate = &on
+				if callerID, err := strconv.ParseInt(scope.TaskID, 10, 64); err == nil && callerID > 0 {
+					block, _, err := s.m.Assets().TaskInterceptRulesSplit(callerID)
+					if err != nil {
+						return actool.Errorf("read the block rules of the calling task: " + err.Error()), nil
+					}
+					for _, r := range block {
+						blockRules = append(blockRules, db.TaskInterceptRuleInput{Enabled: r.Enabled, Action: r.Action, Kind: r.Kind, Pattern: r.Pattern, Note: r.Note})
+					}
+				}
+			}
 			t, err := s.m.CreateTaskWithOptions(a.Description, a.Goal, db.TaskCreateOptions{
 				SourceTaskIDs:        sourceIDs,
 				LLMProfileIDs:        llmIDs,
 				TimeoutSeconds:       a.TimeoutSeconds,
 				PlanHeartbeatSeconds: a.PlanHeartbeatSeconds,
+				InterceptRules:       blockRules,
+				TargetGate:           gate,
 			})
 			if err != nil {
 				return actool.Errorf(err.Error()), nil

server/server.go

@@ -147,6 +147,9 @@ type triggeredRun struct {
 	taskDesc  string // task description (task-level, same across one task); rendered once when merged
 	taskGoal  string // task goal (task-level, same across one task); rendered once when merged
 	mergeable bool   // true for finding/goal event triggers (merge by taskID)
+	// targetGate: the source task had the target gate on when the event fired; a
+	// merged run is gated if any of its fires is. Never carries pins.
+	targetGate bool
 }
 
 func New(ctx context.Context, m *Manager, skillDir string, dataDir string, keyDir string, opts ...Option) *Server {

server/target_gate_flag_test.go

@@ -5,16 +5,19 @@ import (
 	"encoding/json"
 	"errors"
 	"fmt"
+	"iter"
 	"net/http/httptest"
 	"slices"
 	"strconv"
 	"strings"
+	"sync/atomic"
 	"testing"
 	"time"
 
 	"github.com/Autumn-27/artex/agent"
 	"github.com/Autumn-27/artex/db"
 	"github.com/Autumn-27/artex/intercept"
+	"github.com/Autumn-27/norma/llm"
 )
 
 // Target-gate opt-in flag, pins and decisions over the real mux and the real
@@ -180,39 +183,261 @@ func TestCreateTaskAcceptsTargetGate(t *testing.T) {
 	}
 }
 
-// No inheritance: a task spawned by the orchestration agent starts with the
-// gate off, even from a gated parent.
-func TestSpawnedTaskStartsWithGateOff(t *testing.T) {
-	g := newGateServer(t)
-	on := true
-	parent := g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
-	if !parent.targetScope(0).Enabled() {
-		t.Fatal("control: the parent was expected to have the gate on")
-	}
-	in, _ := json.Marshal(map[string]any{"description": "spawned child", "goal": gateTestGoal, "parent_ref": parent.ID, "source_task_ids": []string{parent.ID}})
-	res, err := g.s.toolSpawnTask().Call(context.Background(), in, nil)
+// ruleLines renders a task's intercept rules for comparison.
+func ruleLines(t *testing.T, as *db.AssetStore, taskID string) []string {
+	t.Helper()
+	n, _ := strconv.ParseInt(taskID, 10, 64)
+	rules, err := as.ListTaskInterceptRules(n)
 	if err != nil {
 		t.Fatal(err)
 	}
-	childID, found := strings.CutPrefix(res.Flatten(), "task created: ")
-	if !found {
-		t.Fatalf("spawn_task result: %q", res.Flatten())
+	var out []string
+	for _, r := range rules {
+		out = append(out, fmt.Sprintf("%s %s %s enabled=%v %q", r.Action, r.Kind, r.Pattern, r.Enabled, r.Note))
 	}
-	g.cleanupTask(t, childID)
+	return out
+}
+
+// checkSpawnedChild checks the target-gate state of a spawned task: the flag,
+// live and stored, no pin, and its own intercept rules.
+func (g *gateServer) checkSpawnedChild(t *testing.T, childID string, gate bool, rules []string) {
+	t.Helper()
 	child, ok := g.m.Task(childID)
-	if !ok || child.ParentRef != parent.ID {
-		t.Fatalf("spawned task = %+v (found=%v), want a child of %s", child, ok, parent.ID)
+	if !ok {
+		t.Fatalf("spawned task %s not found", childID)
 	}
-	if child.targetScope(0).Enabled() {
-		t.Fatal("the spawned task inherited the gate")
+	if child.targetScope(0).Enabled() != gate {
+		t.Fatalf("spawned task gate = %v, want %v", !gate, gate)
 	}
 	n, _ := strconv.ParseInt(childID, 10, 64)
-	if stored, err := g.m.pg.GetTask(n); err != nil || stored == nil || stored.TargetGate {
-		t.Fatalf("stored child = %+v, %v; want the gate off", stored, err)
+	if stored, err := g.m.pg.GetTask(n); err != nil || stored == nil || stored.TargetGate != gate {
+		t.Fatalf("stored child = %+v, %v; want the gate %v", stored, err, gate)
 	}
 	if pins, err := g.m.pg.ListTargetPins(db.TargetScopeRef{TaskID: n}); err != nil || len(pins) != 0 {
 		t.Fatalf("the spawned task has pins: %+v, %v", pins, err)
 	}
+	if got := ruleLines(t, g.m.Assets(), childID); !slices.Equal(got, rules) {
+		t.Fatalf("spawned task rules = %q, want %q", got, rules)
+	}
+}
+
+// A task spawned through spawn_task takes the target gate of the calling scope
+// (D23) and, from a gated task, that task's block rules (D24). It never takes
+// pins or allow rules, and parent_ref plays no part. A gate-off caller and a
+// call with no scope create the child as before: gate off, no rules.
+func TestSpawnedTaskInheritsGateFromCaller(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	parentRules := []db.TaskInterceptRuleInput{
+		{Enabled: true, Action: "block", Kind: "exact_domain", Pattern: "blocked.example.com", Note: "out of scope"},
+		{Enabled: false, Action: "block", Kind: "cidr", Pattern: "198.51.100.0/24"},
+		{Enabled: true, Action: "allow", Kind: "exact_domain", Pattern: "allowed.example.com"},
+	}
+	gated := g.newTask(t, db.TaskCreateOptions{TargetGate: &on, InterceptRules: parentRules})
+	open := g.newTask(t, db.TaskCreateOptions{InterceptRules: parentRules})
+	if !gated.targetScope(0).Enabled() || open.targetScope(0).Enabled() {
+		t.Fatal("control: one parent gated, the other not")
+	}
+	// The gated parent holds one pin, which no child may get.
+	if p, ok, err := g.m.pg.ResolveTargetRequest(openTargetRow(t, g.m.pg, taskRef(t, gated), "app.example.com", "203.0.113.7"), true, "ARTEX", "192.0.2.1"); err != nil || !ok || p == nil {
+		t.Fatalf("pin the parent: %+v ok=%v err=%v", p, ok, err)
+	}
+	conv, err := g.m.pg.CreateConversationGated("auto", "spawn from a gated chat", nil, true)
+	if err != nil {
+		t.Fatal(err)
+	}
+	t.Cleanup(func() { _ = g.m.pg.DeleteConversation(conv.ID) })
+	gatedChat := intercept.TargetScope{ConversationID: conv.ID, Enabled: func() bool { return true },
+		WaitBound: intercept.DefaultTargetWaitBound, Interceptor: g.m.interceptor}
+	scoped := func(s intercept.TargetScope) context.Context {
+		return intercept.WithTargetScope(context.Background(), s)
+	}
+	blockOnly := []string{
+		`block exact_domain blocked.example.com enabled=true "out of scope"`,
+		`block cidr 198.51.100.0/24 enabled=false ""`,
+	}
+
+	for _, tc := range []struct {
+		name      string
+		ctx       context.Context
+		parentRef string
+		gate      bool
+		rules     []string
+	}{
+		{"gated task", scoped(gated.targetScope(intercept.DefaultTargetWaitBound)), "", true, blockOnly},
+		{"gated task, parent_ref names a gate-off task", scoped(gated.targetScope(0)), open.ID, true, blockOnly},
+		{"gated conversation", scoped(gatedChat), "", true, nil},
+		{"gate-off task", scoped(open.targetScope(0)), "", false, nil},
+		{"gate-off task, parent_ref names a gated task", scoped(open.targetScope(0)), gated.ID, false, nil},
+		{"no scope, parent_ref names a gated task", context.Background(), gated.ID, false, nil},
+	} {
+		t.Run(tc.name, func(t *testing.T) {
+			args := map[string]any{"description": "spawned child", "goal": gateTestGoal}
+			if tc.parentRef != "" {
+				args["parent_ref"] = tc.parentRef
+			}
+			in, _ := json.Marshal(args)
+			res, err := g.s.toolSpawnTask().Call(tc.ctx, in, nil)
+			if err != nil {
+				t.Fatal(err)
+			}
+			childID, found := strings.CutPrefix(res.Flatten(), "task created: ")
+			if !found {
+				t.Fatalf("spawn_task result: %q", res.Flatten())
+			}
+			g.cleanupTask(t, childID)
+			if child, _ := g.m.Task(childID); child == nil || child.ParentRef != tc.parentRef {
+				t.Fatalf("spawned task = %+v, want parent_ref %q", child, tc.parentRef)
+			}
+			g.checkSpawnedChild(t, childID, tc.gate, tc.rules)
+		})
+	}
+	// The callers are unchanged.
+	if pins, err := g.m.pg.ListTargetPins(taskRef(t, gated)); err != nil || len(pins) != 1 {
+		t.Fatalf("parent pins = %+v, %v; want still one", pins, err)
+	}
+	if got := ruleLines(t, g.m.Assets(), gated.ID); len(got) != 3 {
+		t.Fatalf("parent rules = %q, want the three it was created with", got)
+	}
+}
+
+// toolCallProvider is a model that makes one tool call on its first turn and
+// ends the run on the next.
+type toolCallProvider struct {
+	tool, input string
+	turn        atomic.Int64
+}
+
+func (p *toolCallProvider) Stream(context.Context, llm.CompletionRequest) iter.Seq2[llm.StreamEvent, error] {
+	events := []llm.StreamEvent{{Type: llm.SETextDelta, Text: "done"}, {Type: llm.SEMessageDelta, StopReason: "end_turn"}}
+	if p.turn.Add(1) == 1 {
+		events = []llm.StreamEvent{
+			{Type: llm.SEToolUseStart, ToolID: "call-1", ToolName: p.tool},
+			{Type: llm.SEToolInputJSON, Text: p.input},
+			{Type: llm.SEMessageDelta, StopReason: "tool_use"},
+		}
+	}
+	return func(yield func(llm.StreamEvent, error) bool) {
+		for _, event := range events {
+			if !yield(event, nil) {
+				return
+			}
+		}
+	}
+}
+
+func (p *toolCallProvider) Complete(ctx context.Context, req llm.CompletionRequest) (llm.Message, string, llm.Usage, error) {
+	return accumulateStreamForTest(ctx, p.Stream, req)
+}
+
+// spawn_task called by the model of an auto conversation, through the real
+// harness, tool binding and tool context: the child takes the conversation's
+// flag. The unit test above builds the caller's context by hand; this one shows
+// the conversation's scope reaches the tool.
+func TestSpawnTaskSeesCallerScopeThroughHarness(t *testing.T) {
+	g := newGateServer(t)
+	for _, gate := range []bool{true, false} {
+		t.Run(fmt.Sprintf("conversation gate %v", gate), func(t *testing.T) {
+			desc := fmt.Sprintf("harness child %v %d", gate, time.Now().UnixNano())
+			in, _ := json.Marshal(map[string]any{"description": desc, "goal": gateTestGoal})
+			conv, err := g.m.pg.CreateConversationGated("auto", "spawn through the harness", nil, gate)
+			if err != nil {
+				t.Fatal(err)
+			}
+			t.Cleanup(func() { _ = g.m.pg.DeleteConversation(conv.ID) })
+			g.s.cfgMu.Lock()
+			g.s.chatAgent = agent.NewChatAgent(&toolCallProvider{tool: "spawn_task", input: string(in)}, "test-model", g.m.dir, nil, 10000)
+			g.s.cfgMu.Unlock()
+			// The server context of this fixture is cancelled; the turn gets its own.
+			ctx, cancel := context.WithCancelCause(intercept.WithConvID(context.Background(), conv.ID))
+			g.s.runConversationTurn(ctx, cancel, conv, "spawn the child task", g.s.convBusyKey(conv.ID))
+			var childID string
+			for _, task := range g.m.List() {
+				if task.Description == desc {
+					childID = task.ID
+				}
+			}
+			if childID == "" {
+				t.Fatal("the model's spawn_task call created no task")
+			}
+			g.cleanupTask(t, childID)
+			g.checkSpawnedChild(t, childID, gate, nil)
+		})
+	}
+}
+
+// A conversation started by a trigger of a gated task is gated (D25): a single
+// fire, a by-task merge, and a merge across tasks of which one is gated. A fire
+// of a gate-off task, or with no task, starts it gate off as before. The flag is
+// copied, never pins.
+func TestTriggeredConversationInheritsGate(t *testing.T) {
+	g := newGateServer(t)
+	g.s.cfgMu.Lock()
+	g.s.chatAgent = agent.NewChatAgent(newScopeProbeProvider(), "test-model", g.m.dir, nil, 10000)
+	g.s.cfgMu.Unlock()
+	on := true
+	gated, open := g.newTask(t, db.TaskCreateOptions{TargetGate: &on}), g.newTask(t, db.TaskCreateOptions{})
+	if p, ok, err := g.m.pg.ResolveTargetRequest(openTargetRow(t, g.m.pg, taskRef(t, gated), "app.example.com", "203.0.113.7"), true, "ARTEX", "192.0.2.1"); err != nil || !ok || p == nil {
+		t.Fatalf("pin the gated task: %+v ok=%v err=%v", p, ok, err)
+	}
+	gatedID, openID := taskRef(t, gated).TaskID, taskRef(t, open).TaskID
+
+	// The server context is cancelled, so StartTriggeredRun only queues. The test
+	// takes the next run with the merge mode under test and runs it as the pump would.
+	trigger := func(t *testing.T, mode string, taskIDs ...int64) *db.Conversation {
+		t.Helper()
+		key := fmt.Sprintf("gate-trigger-%d", time.Now().UnixNano())
+		for _, id := range taskIDs {
+			g.s.StartTriggeredRun(key, "trigger", "event body", id, id > 0, "desc", "goal")
+		}
+		g.s.queueMu.Lock()
+		item := g.s.nextTriggerRun(key, triggerBehavior{runMode: "serial", mergeMode: mode})
+		left := len(g.s.triggerQ[key])
+		delete(g.s.triggerQ, key)
+		delete(g.s.triggerCfg, key)
+		g.s.queueMu.Unlock()
+		if left != 0 {
+			t.Fatalf("%d fires left in the queue, want one run", left)
+		}
+		item.title = key
+		g.s.runTriggeredRun(item)
+		convs, err := g.m.pg.ListConversations()
+		if err != nil {
+			t.Fatal(err)
+		}
+		for _, c := range convs {
+			if c.Title == key {
+				t.Cleanup(func() { _ = g.m.pg.DeleteConversation(c.ID) })
+				return c
+			}
+		}
+		t.Fatal("the trigger created no conversation")
+		return nil
+	}
+
+	for _, tc := range []struct {
+		name  string
+		mode  string
+		tasks []int64
+		gate  bool
+	}{
+		{"gated task", "none", []int64{gatedID}, true},
+		{"gated task, merged by task", "by_task", []int64{gatedID, gatedID}, true},
+		{"merge across tasks, gated second", "all", []int64{openID, gatedID}, true},
+		{"gate-off task", "none", []int64{openID}, false},
+		{"gate-off task, merged by task", "by_task", []int64{openID, openID}, false},
+		{"no task", "none", []int64{0}, false},
+	} {
+		t.Run(tc.name, func(t *testing.T) {
+			c := trigger(t, tc.mode, tc.tasks...)
+			if c.TargetGate != tc.gate {
+				t.Fatalf("triggered conversation gate = %v, want %v", c.TargetGate, tc.gate)
+			}
+			if pins, err := g.m.pg.ListTargetPins(db.TargetScopeRef{ConversationID: c.ID}); err != nil || len(pins) != 0 {
+				t.Fatalf("the triggered conversation has pins: %+v, %v", pins, err)
+			}
+		})
+	}
 }
 
 // The conversation flag is set on create and on patch, and the turn that starts

server/target_redirect_test.go

@@ -0,0 +1,162 @@
+package server
+
+import (
+	"fmt"
+	"net"
+	"net/http"
+	"net/http/httptest"
+	"strings"
+	"sync/atomic"
+	"testing"
+	"time"
+
+	"github.com/Autumn-27/artex/db"
+)
+
+// Step 1.9: the redirect hops of the custom http tool and of a worker's
+// WebFetch go through the target gate.
+
+// redirectingServer answers every request with a redirect to location and
+// counts the requests. Its host:port is an IP literal: the gate never resolves it.
+func redirectingServer(t *testing.T, location string) (srv *httptest.Server, hits *atomic.Int64, key string) {
+	t.Helper()
+	hits = &atomic.Int64{}
+	srv = httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		hits.Add(1)
+		http.Redirect(w, r, location, http.StatusFound)
+	}))
+	t.Cleanup(srv.Close)
+	return srv, hits, srv.Listener.Addr().String()
+}
+
+func decide(t *testing.T, g *gateServer, id int64, decision string) {
+	t.Helper()
+	if code, body := g.do(t, "POST", fmt.Sprintf("/api/intercept/pending/%d/decide", id), `{"decision":"`+decision+`"}`); code != 200 {
+		t.Fatalf("decide %d: %d %v", id, code, body)
+	}
+}
+
+// A custom http tool whose rendered URL is pinned, and which redirects to a
+// target no pin covers: the hop is not followed, one request is opened for its
+// target, and the call fails at once. After the approval the same call follows.
+func TestCustomHTTPRedirectTargetGated(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	task := g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	pg := g.m.pg
+	final, finalHits, fhost, fport := countingServer(t)
+	finalKey := net.JoinHostPort(fhost, fport)
+	start, startHits, startKey := redirectingServer(t, final.URL+"/final")
+
+	tool := g.s.buildCustomTool(&db.Tool{Key: "probe_redirect", Kind: "http",
+		Exec: execJSON(t, map[string]any{"method": "GET", "url": start.URL + "/start"})})
+	// The rendered URL itself first: its request, approved.
+	if out, isErr := callTool(t, tool, gatedCtx(task, 0), `{}`, nil); !isErr || !strings.Contains(out, "TARGET_APPROVAL_PENDING") || startHits.Load() != 0 {
+		t.Fatalf("rendered URL: error=%v out=%q", isErr, out)
+	}
+	id, _, _, ok := openTargetRequest(t, pg, task.ID, startKey)
+	if !ok {
+		t.Fatal("no request for the rendered URL")
+	}
+	decide(t, g, id, "allowed")
+
+	// The wait bound is long: the hop must not use it.
+	began := time.Now()
+	out, isErr := callTool(t, tool, gatedCtx(task, time.Minute), `{}`, nil)
+	if !isErr || !strings.Contains(out, "TARGET_APPROVAL_PENDING") || !strings.Contains(out, start.URL+"/start redirects to "+finalKey) {
+		t.Fatalf("redirect to an unpinned target: error=%v out=%q", isErr, out)
+	}
+	if elapsed := time.Since(began); elapsed > 10*time.Second {
+		t.Fatalf("the hop waited %v", elapsed)
+	}
+	if startHits.Load() != 1 || finalHits.Load() != 0 {
+		t.Fatalf("hits origin=%d target=%d, want the target untouched", startHits.Load(), finalHits.Load())
+	}
+	hopID, toolName, toolInput, ok := openTargetRequest(t, pg, task.ID, finalKey)
+	if !ok || toolName != "probe_redirect" || !strings.Contains(toolInput, final.URL+"/final") || !strings.Contains(toolInput, start.URL+"/start") {
+		t.Fatalf("request for the hop: ok=%v tool=%q input=%s", ok, toolName, toolInput)
+	}
+	var requests int
+	if err := pg.QueryRow(`SELECT count(*) FROM intercept_pending WHERE task_id=$1 AND target_key IS NOT NULL`, task.ID).Scan(&requests); err != nil || requests != 2 {
+		t.Fatalf("%d requests, %v; want the origin's and the hop's", requests, err)
+	}
+
+	decide(t, g, hopID, "allowed")
+	if out, isErr := callTool(t, tool, gatedCtx(task, 0), `{}`, nil); isErr || !strings.Contains(out, "probe-reached") || finalHits.Load() != 1 {
+		t.Fatalf("after the approval: error=%v out=%q target hits=%d", isErr, out, finalHits.Load())
+	}
+}
+
+// The custom-tool test endpoint has no approval scope (D14): its redirects are
+// followed as before, and nothing is written.
+func TestCustomToolTestEndpointRedirectUngated(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	final, finalHits, _, _ := countingServer(t)
+	start, _, _ := redirectingServer(t, final.URL+"/final")
+	count := func() int {
+		var n int
+		if err := g.m.pg.QueryRow(`SELECT count(*) FROM intercept_pending WHERE decision_source='target' OR target_key IS NOT NULL`).Scan(&n); err != nil {
+			t.Fatal(err)
+		}
+		return n
+	}
+	before := count()
+	code, out := g.do(t, "POST", "/api/tools/custom/test", fmt.Sprintf(`{"kind":"http","exec":{"url":%q}}`, start.URL+"/start"))
+	if code != 200 || out["is_error"] != false || !strings.Contains(fmt.Sprint(out["output"]), "probe-reached") || finalHits.Load() != 1 {
+		t.Fatalf("test endpoint: %d %v target hits=%d", code, out, finalHits.Load())
+	}
+	if after := count(); after != before {
+		t.Fatalf("the test endpoint wrote %d target rows", after-before)
+	}
+}
+
+// A gated worker's WebFetch end to end: the origin is approved at the hook, the
+// redirect stops at the hop with TARGET_APPROVAL_PENDING and leaves one request
+// open; once it is approved through the API, the same call follows.
+func TestRedirectRequestSurvivesAndRetryPasses(t *testing.T) {
+	g := newGateServer(t)
+	on := true
+	task := g.newTask(t, db.TaskCreateOptions{TargetGate: &on})
+	pg := g.m.pg
+	final, finalHits, fhost, fport := countingServer(t)
+	finalKey := net.JoinHostPort(fhost, fport)
+	start, startHits, startKey := redirectingServer(t, final.URL+"/final")
+	p := &toolScript{calls: fetches(start.URL+"/start", start.URL+"/start"), results: make(chan string, 16),
+		hold: map[int64]chan struct{}{2: make(chan struct{})}}
+	done := runScriptedWorker(t, g, task, p)
+
+	var id int64
+	waitUntil(t, "the request for the origin", func() bool {
+		var ok bool
+		id, _, _, ok = openTargetRequest(t, pg, task.ID, startKey)
+		return ok
+	})
+	decide(t, g, id, "allowed")
+	if r := p.next(t); !strings.Contains(r, "TARGET_APPROVAL_PENDING") || !strings.Contains(r, "redirects to "+finalKey) {
+		t.Fatalf("first call: %q", r)
+	}
+	if startHits.Load() != 1 || finalHits.Load() != 0 {
+		t.Fatalf("hits origin=%d target=%d, want the target untouched", startHits.Load(), finalHits.Load())
+	}
+	hopID, toolName, _, ok := openTargetRequest(t, pg, task.ID, finalKey)
+	if !ok || toolName != "WebFetch" {
+		t.Fatalf("request for the hop: ok=%v tool=%q", ok, toolName)
+	}
+	detail, err := pg.GetInterceptDetail(hopID)
+	if err != nil || detail == nil || detail.Audit == nil || len(detail.Audit.Targets) != 1 || detail.Audit.Targets[0].RedirectFrom != startKey {
+		t.Fatalf("hop request detail = %+v, %v", detail, err)
+	}
+
+	decide(t, g, hopID, "allowed")
+	close(p.hold[2])
+	if r := p.next(t); !strings.Contains(r, "probe-reached") || finalHits.Load() != 1 {
+		t.Fatalf("the same call after the approval: %q target hits=%d", r, finalHits.Load())
+	}
+	select {
+	case <-done:
+	case <-time.After(60 * time.Second):
+		t.Fatal("the worker run did not end")
+	}
+}