diff --git a/src/application/frida/FridaInstrumentationService.test.ts b/src/application/frida/FridaInstrumentationService.test.ts
index 35b69d9076..f8b53d213f 100644
--- a/src/application/frida/FridaInstrumentationService.test.ts
+++ b/src/application/frida/FridaInstrumentationService.test.ts
@@ -68,6 +68,49 @@ const createProvider = (
   ...overrides,
 });
 
+it.each(["startSession", "instrument"] as const)(
+  "retains cancellation beside a physical failed %s handshake",
+  async (method) => {
+    const controller = new AbortController();
+    const reason = { caller: "cancelled during failed start" };
+    const primary = new AnalysisCapabilityUnavailableError(
+      "frida",
+      "start_frida_session",
+      "native attach failed",
+    );
+    let closes = 0;
+    const service = new FridaInstrumentationService(
+      createProvider({
+        async startSession() {
+          controller.abort(reason);
+          return { ok: false, error: primary };
+        },
+        async closeSession() {
+          closes++;
+          return { ok: true, value: { targetResumeObserved: false } };
+        },
+      }),
+    );
+    const input = { mode: "attach" as const, deviceId: "local", pid: 10 };
+    const result =
+      method === "startSession"
+        ? await service.startSession(input, controller.signal)
+        : await service.instrument(
+            {
+              ...input,
+              source: { sourceKind: "inline", source: "unused" },
+              durationMs: 0,
+            },
+            controller.signal,
+          );
+    if (result.ok) throw new Error("Expected failed start");
+    expect(result.error).toBe(primary);
+    expect(primary.secondaryFailures).toHaveLength(1);
+    expect(primary.secondaryFailures[0]?.cause).toBe(reason);
+    expect(closes).toBe(0);
+  },
+);
+
 it("keeps default Frida status identity and messages and refreshes every summary", () => {
   let reads = 0;
   const provider = createProvider({
@@ -514,6 +557,8 @@ it.each([false, true])(
     } else {
       expect(result.error).toBe(primary);
     }
+    expect(primary.secondaryFailures).toHaveLength(1);
+    expect(primary.secondaryFailures[0]?.cause).toBe(abortReason);
     expect(closes).toBe(1);
   },
 );
@@ -1162,6 +1207,8 @@ it.each([
     } else {
       expect(result.error).toBe(primary);
     }
+    expect(primary.secondaryFailures).toHaveLength(1);
+    expect(primary.secondaryFailures[0]?.cause).toBe(abortReason);
     expect(closes).toBe(1);
   },
 );
diff --git a/src/application/frida/FridaInstrumentationService.ts b/src/application/frida/FridaInstrumentationService.ts
index e6ece825d0..e360064310 100644
--- a/src/application/frida/FridaInstrumentationService.ts
+++ b/src/application/frida/FridaInstrumentationService.ts
@@ -8,6 +8,7 @@ import {
   type AnalysisError,
 } from "../../domain/analysisErrorBase.js";
 import { analysisErrorWithCleanupFailure } from "../../domain/analysisErrorCleanup.js";
+import { analysisErrorWithCancellation } from "../../domain/analysisErrorCancellation.js";
 import {
   AnalysisAccessDeniedError,
   AnalysisCancelledError,
@@ -165,6 +166,13 @@ export class FridaInstrumentationService {
         ),
       );
     const started = await this.#provider.startSession(input);
+    if (!started.ok && signal?.aborted)
+      return err(
+        analysisErrorWithCancellation(
+          started.error,
+          new AnalysisCancelledError(operation, { cause: signal.reason }),
+        ),
+      );
     if (!started.ok || !signal?.aborted) return started;
     return this.#cancelSession(operation, started.value, input, signal.reason);
   }
@@ -323,18 +331,12 @@ export class FridaInstrumentationService {
           ? loaded.error
           : undefined,
       );
-    if (!loaded.ok) {
-      const closed = await this.#provider.closeSession(started.value.sessionId);
-      return closed.ok
-        ? err(resolvedAnalysisError(loaded.error))
-        : err(
-            analysisErrorWithCleanupFailure(
-              loaded.error,
-              closed.error,
-              "instrument_with_frida",
-            ).bindCleanupDependencies([loaded.error, closed.error]),
-          );
-    }
+    if (!loaded.ok)
+      return this.#closeFailedInstrumentation(
+        started.value.sessionId,
+        loaded.error,
+        signal,
+      );
     if (signal?.aborted)
       return this.#cancelSession(
         "instrument_with_frida",
@@ -351,20 +353,12 @@ export class FridaInstrumentationService {
       if (
         !resumed.ok &&
         !(signal?.aborted && resumed.error instanceof AnalysisCancelledError)
-      ) {
-        const closed = await this.#provider.closeSession(
+      )
+        return this.#closeFailedInstrumentation(
           started.value.sessionId,
+          resumed.error,
+          signal,
         );
-        return closed.ok
-          ? resumed
-          : err(
-              analysisErrorWithCleanupFailure(
-                resumed.error,
-                closed.error,
-                "instrument_with_frida",
-              ).bindCleanupDependencies([resumed.error, closed.error]),
-            );
-      }
       if (signal?.aborted)
         return this.#cancelSession(
           "instrument_with_frida",
@@ -431,6 +425,32 @@ export class FridaInstrumentationService {
     });
   }
 
+  /** Release the failed experiment while retaining its physical and caller outcomes. */
+  async #closeFailedInstrumentation(
+    sessionId: string,
+    primary: AnalysisError,
+    signal: AbortSignal | undefined,
+  ): Promise<Result<never, AnalysisError>> {
+    const closed = await this.#provider.closeSession(sessionId);
+    const failure = closed.ok
+      ? resolvedAnalysisError(primary)
+      : analysisErrorWithCleanupFailure(
+          primary,
+          closed.error,
+          "instrument_with_frida",
+        ).bindCleanupDependencies([primary, closed.error]);
+    return err(
+      signal?.aborted
+        ? analysisErrorWithCancellation(
+            failure,
+            new AnalysisCancelledError("instrument_with_frida", {
+              cause: signal.reason,
+            }),
+          )
+        : failure,
+    );
+  }
+
   closeSession(sessionId: string) {
     return this.#provider.closeSession(sessionId);
   }