diff --git a/src/browser/CdpBrowserProvider.ts b/src/browser/CdpBrowserProvider.ts
index de3bd4aab..602e9f7a5 100644
--- a/src/browser/CdpBrowserProvider.ts
+++ b/src/browser/CdpBrowserProvider.ts
@@ -328,6 +328,7 @@ export class CdpBrowserProvider implements BrowserObservationPort {
       return await capturePage({
         connection: targetSession.connection,
         sessionId: targetSession.sessionId,
+        operation,
         discovery,
         target,
         input,
diff --git a/src/browser/CdpCaptureValues.ts b/src/browser/CdpCaptureValues.ts
index ffa601fc8..3352de9d0 100644
--- a/src/browser/CdpCaptureValues.ts
+++ b/src/browser/CdpCaptureValues.ts
@@ -1,6 +1,7 @@
 import {
   AnalysisCancelledError,
   BrowserObservationError,
+  type BrowserObservationOperation,
 } from "../domain/errors.js";
 import { sanitizeBrowserUrl } from "../domain/browserObservation.js";
 import { createWebTextArtifact } from "../domain/webContentArtifact.js";
@@ -74,11 +75,11 @@ export const sourceExcluded = (
 
 export const delayWithCancellation = async (
   durationMs: number,
+  operation: BrowserObservationOperation,
   signal?: AbortSignal,
 ): Promise<void> => {
   if (durationMs === 0) return;
-  if (signal?.aborted === true)
-    throw new AnalysisCancelledError("inspect_web_page");
+  if (signal?.aborted === true) throw new AnalysisCancelledError(operation);
   await new Promise<void>((resolve, reject) => {
     const timer = setTimeout(() => {
       signal?.removeEventListener("abort", onAbort);
@@ -87,7 +88,7 @@ export const delayWithCancellation = async (
     const onAbort = (): void => {
       clearTimeout(timer);
       signal?.removeEventListener("abort", onAbort);
-      reject(new AnalysisCancelledError("inspect_web_page"));
+      reject(new AnalysisCancelledError(operation));
     };
     signal?.addEventListener("abort", onAbort, { once: true });
     if (signal?.aborted === true) onAbort();
diff --git a/src/browser/CdpConnection.ts b/src/browser/CdpConnection.ts
index e74a279a0..73d05f4a0 100644
--- a/src/browser/CdpConnection.ts
+++ b/src/browser/CdpConnection.ts
@@ -5,6 +5,7 @@ import {
   AnalysisError,
   AnalysisTimeoutError,
   BrowserObservationError,
+  type BrowserObservationOperation,
 } from "../domain/errors.js";
 
 export interface CdpEvent {
@@ -25,7 +26,7 @@ const COMMAND_TIMEOUT_MS = 5_000;
 const MAX_PAYLOAD_BYTES = 16 * 1_024 * 1_024;
 const MAX_PENDING_COMMANDS = 128;
 
-/** Correlated, bounded JSON-RPC transport for a browser-level CDP socket. */
+/** Correlated, bounded JSON-RPC transport for one CDP target operation. */
 export class CdpConnection {
   readonly #pending = new Map<number, PendingCommand>();
   readonly #listeners = new Set<(event: CdpEvent) => void>();
@@ -33,26 +34,29 @@ export class CdpConnection {
   #closed = false;
   #protocolFailed = false;
 
-  private constructor(private readonly socket: WebSocket) {
+  private constructor(
+    private readonly socket: WebSocket,
+    private readonly operation: BrowserObservationOperation,
+  ) {
     socket.on("message", (data) => this.#receive(data));
     socket.on("close", () => this.#failPending("disconnected"));
     socket.on("error", () => this.#failPending("disconnected"));
   }
 
-  /** Connect to one already-validated loopback browser WebSocket. */
+  /** Connect to one already-validated loopback CDP WebSocket. */
   static async connect(
     url: string,
+    operation: BrowserObservationOperation,
     signal?: AbortSignal,
   ): Promise<CdpConnection> {
-    if (signal?.aborted === true)
-      throw new AnalysisCancelledError("inspect_web_page");
+    if (signal?.aborted === true) throw new AnalysisCancelledError(operation);
     const socket = new WebSocket(url, {
       handshakeTimeout: CONNECT_TIMEOUT_MS,
       maxPayload: MAX_PAYLOAD_BYTES,
       perMessageDeflate: false,
     });
-    await waitForOpen(socket, signal);
-    return new CdpConnection(socket);
+    await waitForOpen(socket, operation, signal);
+    return new CdpConnection(socket, operation);
   }
 
   /** Subscribe to validated CDP event envelopes. */
@@ -69,13 +73,13 @@ export class CdpConnection {
     signal?: AbortSignal,
   ): Promise<unknown> {
     if (this.#protocolFailed)
-      throw new BrowserObservationError("inspect_web_page", "protocol_error");
+      throw new BrowserObservationError(this.operation, "protocol_error");
     if (this.#closed || this.socket.readyState !== WebSocket.OPEN)
-      throw new BrowserObservationError("inspect_web_page", "disconnected");
+      throw new BrowserObservationError(this.operation, "disconnected");
     if (this.#pending.size >= MAX_PENDING_COMMANDS)
-      throw new BrowserObservationError("inspect_web_page", "payload_limit");
+      throw new BrowserObservationError(this.operation, "payload_limit");
     if (signal?.aborted === true)
-      throw new AnalysisCancelledError("inspect_web_page");
+      throw new AnalysisCancelledError(this.operation);
     const id = this.#nextId;
     this.#nextId += 1;
     return await new Promise((resolve, reject) => {
@@ -85,15 +89,13 @@ export class CdpConnection {
         clearTimeout(pending.timer);
         pending.removeAbort();
         this.#pending.delete(id);
-        reject(new AnalysisCancelledError("inspect_web_page"));
+        reject(new AnalysisCancelledError(this.operation));
       };
       signal?.addEventListener("abort", onAbort, { once: true });
       const timer = setTimeout(() => {
         signal?.removeEventListener("abort", onAbort);
         this.#pending.delete(id);
-        reject(
-          new AnalysisTimeoutError("inspect_web_page", COMMAND_TIMEOUT_MS),
-        );
+        reject(new AnalysisTimeoutError(this.operation, COMMAND_TIMEOUT_MS));
       }, COMMAND_TIMEOUT_MS);
       this.#pending.set(id, {
         resolve,
@@ -114,7 +116,7 @@ export class CdpConnection {
           if (pending === undefined) return;
           this.#complete(id, pending);
           reject(
-            new BrowserObservationError("inspect_web_page", "disconnected", {
+            new BrowserObservationError(this.operation, "disconnected", {
               cause: error,
             }),
           );
@@ -191,7 +193,7 @@ export class CdpConnection {
     this.#complete(id, pending);
     if ("error" in message) {
       pending.reject(
-        new BrowserObservationError("inspect_web_page", "protocol_error"),
+        new BrowserObservationError(this.operation, "protocol_error"),
       );
       return;
     }
@@ -209,7 +211,7 @@ export class CdpConnection {
     else this.#protocolFailed = true;
     for (const [id, pending] of this.#pending) {
       this.#complete(id, pending);
-      pending.reject(new BrowserObservationError("inspect_web_page", reason));
+      pending.reject(new BrowserObservationError(this.operation, reason));
     }
   }
 }
@@ -226,13 +228,14 @@ const isRecord = (value: unknown): value is Record<string, unknown> =>
 
 const waitForOpen = async (
   socket: WebSocket,
+  operation: BrowserObservationOperation,
   signal?: AbortSignal,
 ): Promise<void> =>
   await new Promise((resolve, reject) => {
     const timer = setTimeout(() => {
       cleanup();
       terminateSocket(socket);
-      reject(new AnalysisTimeoutError("inspect_web_page", CONNECT_TIMEOUT_MS));
+      reject(new AnalysisTimeoutError(operation, CONNECT_TIMEOUT_MS));
     }, CONNECT_TIMEOUT_MS);
     const onOpen = (): void => {
       cleanup();
@@ -242,17 +245,15 @@ const waitForOpen = async (
       cleanup();
       reject(
         signal?.aborted === true
-          ? new AnalysisCancelledError("inspect_web_page")
-          : new BrowserObservationError(
-              "inspect_web_page",
-              "endpoint_unreachable",
-              { cause },
-            ),
+          ? new AnalysisCancelledError(operation)
+          : new BrowserObservationError(operation, "endpoint_unreachable", {
+              cause,
+            }),
       );
     };
     const onAbort = (): void => {
       terminateSocket(socket);
-      onFailure(new AnalysisCancelledError("inspect_web_page"));
+      onFailure(new AnalysisCancelledError(operation));
     };
     const cleanup = (): void => {
       clearTimeout(timer);
diff --git a/src/browser/CdpElectronInspection.ts b/src/browser/CdpElectronInspection.ts
index 78d92d2c2..adf84e50f 100644
--- a/src/browser/CdpElectronInspection.ts
+++ b/src/browser/CdpElectronInspection.ts
@@ -95,7 +95,11 @@ export const inspectCdpElectronPage = async (
       context.sessionId,
       context.signal,
     );
-    await delayWithCancellation(context.input.observation_ms, context.signal);
+    await delayWithCancellation(
+      context.input.observation_ms,
+      "inspect_electron_page",
+      context.signal,
+    );
     await report(context.progress, 2, "Capturing Electron structure");
     const resources = await captureResources(context, roots, completeness);
     const dom = await captureDom(context, roots, completeness);
diff --git a/src/browser/CdpElectronProvider.ts b/src/browser/CdpElectronProvider.ts
index 04789f2a2..da400e630 100644
--- a/src/browser/CdpElectronProvider.ts
+++ b/src/browser/CdpElectronProvider.ts
@@ -54,7 +54,7 @@ export class CdpElectronProvider implements ElectronObservationPort {
       const roots = await canonicalElectronRoots(input.allowed_file_roots);
       const discovery = await discoverCdpEndpoint(
         input.cdp_endpoint,
-        "list_browser_targets",
+        "list_electron_targets",
         options.signal,
       );
       const allowed = [];
diff --git a/src/browser/CdpObservationSession.ts b/src/browser/CdpObservationSession.ts
index 9f7a51542..21171f131 100644
--- a/src/browser/CdpObservationSession.ts
+++ b/src/browser/CdpObservationSession.ts
@@ -3,7 +3,10 @@ import type {
   ObserveWebSessionInput,
   WebObservationSession,
 } from "../domain/browserSession.js";
-import { BrowserObservationError } from "../domain/errors.js";
+import {
+  AnalysisCancelledError,
+  BrowserObservationError,
+} from "../domain/errors.js";
 import type { CdpEndpointDiscovery, CdpEndpointTarget } from "./CdpEndpoint.js";
 import { CdpConnection, type CdpEvent } from "./CdpConnection.js";
 import { CdpCaptureCompleteness } from "./CdpCaptureCompleteness.js";
@@ -321,7 +324,7 @@ const waitForWindow = async (
       settled = true;
       clearTimeout(timer);
       removeEnd();
-      reject(signal?.reason ?? new Error("browser observation cancelled"));
+      reject(new AnalysisCancelledError("observe_web_session"));
     };
     const timer = setTimeout(() => finish("window_elapsed"), durationMs);
     removeEnd = capture.onEnd(finish);
@@ -347,7 +350,7 @@ const authorizedFrame = async (
         "inspect_web_page",
         "target_not_allowed",
       );
-    await delayWithCancellation(25, context.signal);
+    await delayWithCancellation(25, "observe_web_session", context.signal);
   }
   throw new BrowserObservationError("inspect_web_page", "target_not_allowed");
 };
diff --git a/src/browser/CdpPageCapture.ts b/src/browser/CdpPageCapture.ts
index 69c1ee287..9972d86c4 100644
--- a/src/browser/CdpPageCapture.ts
+++ b/src/browser/CdpPageCapture.ts
@@ -3,7 +3,10 @@ import type {
   WebPageInspection,
 } from "../domain/browserObservation.js";
 import type { ProgressReporter } from "../application/ProgressReporter.js";
-import { BrowserObservationError } from "../domain/errors.js";
+import {
+  BrowserObservationError,
+  type BrowserObservationOperation,
+} from "../domain/errors.js";
 import {
   reconcileCapturedWebScript,
   stableWebResources,
@@ -38,6 +41,10 @@ import type { WebSourceMapRequest } from "./WebSourceMapFetcher.js";
 interface CaptureContext {
   readonly connection: CdpConnection;
   readonly sessionId: string | undefined;
+  readonly operation: Extract<
+    BrowserObservationOperation,
+    "inspect_web_page" | "analyze_web_bundle"
+  >;
   readonly discovery: CdpEndpointDiscovery;
   readonly target: CdpEndpointTarget;
   readonly input: InspectWebPageInput;
@@ -225,7 +232,11 @@ const authorizeObservationWindow = async (
   events.beginAuthorizedFrame(mainFrame.frame_id);
   await enableObservationDomains(connection, sessionId, signal);
   await report(context.progress, 2, "Observing page events");
-  await delayWithCancellation(context.input.observation_ms, signal);
+  await delayWithCancellation(
+    context.input.observation_ms,
+    context.operation,
+    signal,
+  );
   if (events.originViolation)
     throw new BrowserObservationError("inspect_web_page", "target_not_allowed");
 };
@@ -323,7 +334,7 @@ const authorizedFrameTree = async (
         "inspect_web_page",
         "target_not_allowed",
       );
-    await delayWithCancellation(25, context.signal);
+    await delayWithCancellation(25, context.operation, context.signal);
   }
   throw new BrowserObservationError("inspect_web_page", "target_not_allowed");
 };
diff --git a/src/browser/CdpTargetSession.ts b/src/browser/CdpTargetSession.ts
index aea683f4a..5567c7890 100644
--- a/src/browser/CdpTargetSession.ts
+++ b/src/browser/CdpTargetSession.ts
@@ -23,7 +23,11 @@ export const openCdpTargetSession = async (
   signal?: AbortSignal,
 ): Promise<CdpTargetSession> => {
   const webSocket = cdpTargetWebSocket(discovery, target, operation);
-  const connection = await CdpConnection.connect(webSocket.url, signal);
+  const connection = await CdpConnection.connect(
+    webSocket.url,
+    operation,
+    signal,
+  );
   if (webSocket.scope === "page") return { connection, sessionId: undefined };
   try {
     const attached = await connection.send(
diff --git a/src/browser/CdpWebMcpDiscovery.ts b/src/browser/CdpWebMcpDiscovery.ts
index 04b8116e9..d0bbbdf61 100644
--- a/src/browser/CdpWebMcpDiscovery.ts
+++ b/src/browser/CdpWebMcpDiscovery.ts
@@ -96,6 +96,7 @@ export const discoverWebMcp = async (
       // CDP sends the enable response before the required toolsAdded replay.
       await delayWithCancellation(
         Math.max(context.input.observation_ms, 25),
+        "discover_webmcp_tools",
         context.signal,
       );
     await assertStableAuthorizedFrame(context, initialUrl, origins);
diff --git a/tests/cdpBrowserProvider.test.ts b/tests/cdpBrowserProvider.test.ts
index 2df517490..b705f1324 100644
--- a/tests/cdpBrowserProvider.test.ts
+++ b/tests/cdpBrowserProvider.test.ts
@@ -109,6 +109,82 @@ describe("CdpBrowserProvider", () => {
     ).toBe(true);
   });
 
+  it("projects direct-session cancellation onto the requested operation", async () => {
+    const browser = await startFakeCdpBrowser({
+      pageScopedVersionWebSocket: true,
+      omitTargetWebSocket: true,
+    });
+    browsers.push(browser);
+    const controller = new AbortController();
+    const result = await new CdpBrowserProvider().observeSession(
+      observeWebSessionInputSchema.parse({
+        cdp_endpoint: browser.endpoint,
+        allowed_origins: [browser.allowedOrigin],
+        target_id: "allowed-page",
+        approved: true,
+        observation_ms: 1_000,
+      }),
+      {
+        signal: controller.signal,
+        progress: {
+          report(update) {
+            if (update.completed === 1) controller.abort();
+            return Promise.resolve();
+          },
+        },
+      },
+    );
+
+    expect(result).toMatchObject({
+      ok: false,
+      error: {
+        _tag: "AnalysisCancelledError",
+        operation: "observe_web_session",
+      },
+    });
+    const methods = browser.commands.map(({ method }) => method);
+    expect(methods).not.toContain("Target.attachToTarget");
+    expect(methods).not.toContain("Target.detachFromTarget");
+    expect(methods).not.toContain("Target.closeTarget");
+    expect(methods).not.toContain("Browser.close");
+  });
+
+  it("projects capture-window cancellation onto bundle analysis", async () => {
+    const browser = await startFakeCdpBrowser({
+      pageScopedVersionWebSocket: true,
+      omitTargetWebSocket: true,
+    });
+    browsers.push(browser);
+    const controller = new AbortController();
+    const result = await new CdpBrowserProvider().analyzeBundle(
+      analyzeWebBundleInputSchema.parse({
+        cdp_endpoint: browser.endpoint,
+        allowed_origins: [browser.allowedOrigin],
+        target_id: "allowed-page",
+        approved: true,
+        source_capture_approved: true,
+        observation_ms: 1_000,
+      }),
+      {
+        signal: controller.signal,
+        progress: {
+          report(update) {
+            if (update.completed === 2) controller.abort();
+            return Promise.resolve();
+          },
+        },
+      },
+    );
+
+    expect(result).toMatchObject({
+      ok: false,
+      error: {
+        _tag: "AnalysisCancelledError",
+        operation: "analyze_web_bundle",
+      },
+    });
+  });
+
   it("rejects empty browser attachment session identifiers", async () => {
     const browser = await startFakeCdpBrowser({ invalidAttachedSession: true });
     browsers.push(browser);
@@ -1198,7 +1274,10 @@ describe("CdpBrowserProvider", () => {
     const result = await pending;
     expect(result).toMatchObject({
       ok: false,
-      error: { _tag: "AnalysisCancelledError" },
+      error: {
+        _tag: "AnalysisCancelledError",
+        operation: "inspect_web_page",
+      },
     });
     const methods = browser.commands.map(({ method }) => method);
     expect(methods).toContain("Target.detachFromTarget");
diff --git a/tests/cdpConnection.test.ts b/tests/cdpConnection.test.ts
index a957f6bad..dc1c3e051 100644
--- a/tests/cdpConnection.test.ts
+++ b/tests/cdpConnection.test.ts
@@ -19,7 +19,10 @@ describe("CDP connection", () => {
   it("correlates concurrent command responses over a real WebSocket", async () => {
     const browser = await startFakeCdpBrowser();
     browsers.push(browser);
-    const connection = await CdpConnection.connect(browser.browserWebSocketUrl);
+    const connection = await CdpConnection.connect(
+      browser.browserWebSocketUrl,
+      "inspect_web_page",
+    );
     try {
       const [attached, frames] = await Promise.all([
         connection.send("Target.attachToTarget"),
@@ -37,13 +40,16 @@ describe("CDP connection", () => {
   it("returns a typed timeout for an unresponsive CDP command", async () => {
     const browser = await startFakeCdpBrowser({ hangOnMethod: "Page.enable" });
     browsers.push(browser);
-    const connection = await CdpConnection.connect(browser.browserWebSocketUrl);
+    const connection = await CdpConnection.connect(
+      browser.browserWebSocketUrl,
+      "observe_web_session",
+    );
     vi.useFakeTimers();
     try {
       const pending = connection.send("Page.enable");
       const assertion = expect(pending).rejects.toMatchObject({
         _tag: "AnalysisTimeoutError",
-        operation: "inspect_web_page",
+        operation: "observe_web_session",
         timeoutMs: 5_000,
       });
       await vi.advanceTimersByTimeAsync(5_000);
diff --git a/tests/cdpElectronProvider.test.ts b/tests/cdpElectronProvider.test.ts
index 77b50bb42..ddeac1c1b 100644
--- a/tests/cdpElectronProvider.test.ts
+++ b/tests/cdpElectronProvider.test.ts
@@ -142,6 +142,28 @@ describe("CdpElectronProvider", () => {
     ).toBe(true);
   });
 
+  it("maps cancelled Electron discovery to the Electron operation", async () => {
+    const root = await electronFixture();
+    const controller = new AbortController();
+    controller.abort();
+    const result = await new CdpElectronProvider().listTargets(
+      listElectronTargetsInputSchema.parse({
+        cdp_endpoint: "http://127.0.0.1:9222",
+        allowed_file_roots: [root],
+        approved: true,
+      }),
+      { signal: controller.signal },
+    );
+
+    expect(result).toMatchObject({
+      ok: false,
+      error: {
+        _tag: "AnalysisCancelledError",
+        operation: "list_electron_targets",
+      },
+    });
+  });
+
   it("captures Electron script source only after separate approval", async () => {
     const root = await electronFixture();
     const browser = await startFakeCdpBrowser({