diff --git a/changelog.d/fixes/9407-gemini-web-false-positive.md b/changelog.d/fixes/9407-gemini-web-false-positive.md
new file mode 100644
index 0000000000..d76caa14c5
--- /dev/null
+++ b/changelog.d/fixes/9407-gemini-web-false-positive.md
@@ -0,0 +1 @@
+- fix(providers): detect expired gemini-web sessions via ServiceLogin redirect and add testConnection override (#9407)
diff --git a/open-sse/executors/gemini-web.ts b/open-sse/executors/gemini-web.ts
index 4befb78c6e..975d13093f 100644
--- a/open-sse/executors/gemini-web.ts
+++ b/open-sse/executors/gemini-web.ts
@@ -348,6 +348,30 @@ export class GeminiWebExecutor extends BaseExecutor {
     super("gemini-web", { id: "gemini-web", baseUrl: GEMINI_URL });
   }
 
+  /**
+   * testConnection — validates the cookie format without making a network call
+   * or launching Playwright. Returns true when the cookie is non-empty and
+   * contains at least one name=value pair with a non-empty value. This is a
+   * lightweight pre-check before the browser automation path; full session
+   * validation is done by validateGeminiWebProvider in the connection test
+   * flow (#9407).
+   */
+  async testConnection(
+    credentials: Record<string, unknown>,
+    _signal?: AbortSignal
+  ): Promise<boolean> {
+    try {
+      const cookie = resolveGeminiWebCookie(
+        credentials as unknown as ExecuteInput["credentials"]
+      );
+      if (!cookie) return false;
+      const pairs = parseCookies(cookie);
+      return pairs.some((p) => p.value.length > 0);
+    } catch {
+      return false;
+    }
+  }
+
   /**
    * Read the live Playwright cookie jar back after a successful run and, if
    * Google rotated any of the __Secure-1PSID* cookies, forward the merged
@@ -593,6 +617,30 @@ export class GeminiWebExecutor extends BaseExecutor {
           transformedBody: body,
         };
       }
+      // #9407: Playwright selector/click timeout errors are terminal — they indicate
+      // the page DOM does not match expectations (e.g. Gemini changed their UI or
+      // the session is so expired it lands on a different page). Return 400 so the
+      // account-fallback system does NOT retry this request as a transient 5xx.
+      if (
+        error instanceof Error &&
+        (error.name === "TimeoutError" ||
+          rawMessage.includes("waitForSelector") ||
+          rawMessage.includes("Timeout") ||
+          rawMessage.includes("actionability") ||
+          rawMessage.includes("interception"))
+      ) {
+        return {
+          response: new Response(
+            JSON.stringify({
+              error: sanitizeErrorMessage(rawMessage),
+            }),
+            { status: 400, headers: { "Content-Type": "application/json" } }
+          ),
+          url: GEMINI_URL,
+          headers: {},
+          transformedBody: body,
+        };
+      }
       return {
         response: new Response(
           JSON.stringify({
diff --git a/open-sse/services/comboConfig.ts b/open-sse/services/comboConfig.ts
index 16cf3a2262..12dc440466 100644
--- a/open-sse/services/comboConfig.ts
+++ b/open-sse/services/comboConfig.ts
@@ -99,7 +99,7 @@ const DEFAULT_COMBO_CONFIG = {
   retryDelayMs: 2000,
   fallbackDelayMs: 0,
   concurrencyPerModel: 3, // max simultaneous requests per model (round-robin)
-  queueTimeoutMs: 30000, // max wait time in semaphore queue (round-robin)
+  queueTimeoutMs: 120000, // max wait time in semaphore queue (round-robin); raised from 30s for browser-automation providers like gemini-web (#9407)
   queueDepth: DEFAULT_COMBO_QUEUE_DEPTH, // pre-cascade semaphore queue depth (round-robin, #3872)
   handoffThreshold: 0.85,
   handoffModel: "",
diff --git a/src/lib/providers/validation/webProvidersB.ts b/src/lib/providers/validation/webProvidersB.ts
index 2f5ac3a4ef..0c11661284 100644
--- a/src/lib/providers/validation/webProvidersB.ts
+++ b/src/lib/providers/validation/webProvidersB.ts
@@ -248,11 +248,34 @@ export async function validateGeminiWebProvider({ apiKey, providerSpecificData =
     // session looks like here, so treat it as success. A redirect to a private/internal
     // host is a genuine SSRF signal and must stay invalid — isSecurityBlockError()
     // already makes that distinction.
+    //
+    // #9407: EXPIRED gemini sessions redirect to accounts.google.com/ServiceLogin,
+    // which is a PUBLIC redirect (not SSRF) but represents a dead session. Inspect
+    // the redirect target to distinguish between:
+    //   - accounts.google.com/ServiceLogin — expired session → valid:false
+    //   - other accounts.google.com paths — ambiguous, warn but treat as valid
+    //   - non-Google redirects (e.g. gemini.google.com redirect loop) — valid
     if (
       error instanceof SafeOutboundFetchError &&
       error.code === "REDIRECT_BLOCKED" &&
       !isSecurityBlockError(error)
     ) {
+      const location = error.location ?? "";
+      if (/accounts\.google\.com\/.*ServiceLogin/i.test(location)) {
+        return {
+          valid: false,
+          error:
+            "Session expired — re-paste __Secure-1PSID from gemini.google.com DevTools → Cookies",
+        };
+      }
+      if (/accounts\.google\.com/i.test(location)) {
+        return {
+          valid: true,
+          error: null,
+          warning:
+            "Cookie accepted. Full verification requires browser test on first chat.",
+        };
+      }
       return { valid: true, error: null };
     }
     return toValidationErrorResult(error);
diff --git a/tests/unit/issue-9407-gemini-web-validation-false-positive.test.ts b/tests/unit/issue-9407-gemini-web-validation-false-positive.test.ts
new file mode 100644
index 0000000000..3ef47b16b5
--- /dev/null
+++ b/tests/unit/issue-9407-gemini-web-validation-false-positive.test.ts
@@ -0,0 +1,130 @@
+import { describe, it } from "node:test";
+import assert from "node:assert/strict";
+
+/**
+ * #9407 — gemini-web connection test false-positives
+ *
+ * Validates:
+ * 1. validateGeminiWebProvider detects ServiceLogin redirect (expired session)
+ * 2. GeminiWebExecutor has testConnection() for cookie format validation
+ * 3. Queue timeout is reasonable for browser automation lifecycle
+ */
+
+describe("validateGeminiWebProvider — ServiceLogin detection (#9407)", () => {
+  it("source references ServiceLogin and returns valid:false for expired sessions", async () => {
+    const { validateGeminiWebProvider } = await import(
+      "@/lib/providers/validation/webProvidersB"
+    );
+    const fnStr = validateGeminiWebProvider.toString();
+    // Regex literal in source: /accounts\.google\.com\/
+    assert.ok(
+      fnStr.includes("ServiceLogin"),
+      "Must detect ServiceLogin specifically"
+    );
+    assert.ok(
+      fnStr.includes('valid:false'),
+      "ServiceLogin redirect must be classified as invalid"
+    );
+    assert.ok(
+      fnStr.includes('valid:true') && fnStr.includes('warning'),
+      "Ambiguous redirect must have valid:true with warning"
+    );
+  });
+
+  it("returns valid:false for missing cookie (early return, no network call)", async () => {
+    const { validateGeminiWebProvider } = await import(
+      "@/lib/providers/validation/webProvidersB"
+    );
+    const result = await validateGeminiWebProvider({ apiKey: "" });
+    assert.equal(result.valid, false);
+    assert.ok(result.error?.includes("Paste your __Secure-1PSID"));
+  });
+});
+
+describe("GeminiWebExecutor — testConnection", () => {
+  it("has a testConnection method", async () => {
+    const { GeminiWebExecutor } = await import(
+      "@omniroute/open-sse/executors/gemini-web.ts"
+    );
+    const executor = new GeminiWebExecutor();
+    assert.equal(typeof (executor as any).testConnection, "function");
+  });
+
+  it("returns false for empty credentials", async () => {
+    const { GeminiWebExecutor } = await import(
+      "@omniroute/open-sse/executors/gemini-web.ts"
+    );
+    assert.equal(await new GeminiWebExecutor().testConnection({}), false);
+  });
+
+  it("returns false for missing apiKey", async () => {
+    const { GeminiWebExecutor } = await import(
+      "@omniroute/open-sse/executors/gemini-web.ts"
+    );
+    assert.equal(
+      await new GeminiWebExecutor().testConnection({ apiKey: "" }),
+      false
+    );
+  });
+
+  it("returns false for empty cookie value", async () => {
+    const { GeminiWebExecutor } = await import(
+      "@omniroute/open-sse/executors/gemini-web.ts"
+    );
+    assert.equal(
+      await new GeminiWebExecutor().testConnection({
+        apiKey: "__Secure-1PSID=",
+      }),
+      false
+    );
+  });
+
+  it("returns true for well-formed cookie", async () => {
+    const { GeminiWebExecutor } = await import(
+      "@omniroute/open-sse/executors/gemini-web.ts"
+    );
+    assert.equal(
+      await new GeminiWebExecutor().testConnection({
+        apiKey: "__Secure-1PSID=abc123.def456.ghi789",
+      }),
+      true
+    );
+  });
+
+  it("accepts bare cookie value (without prefix)", async () => {
+    const { GeminiWebExecutor } = await import(
+      "@omniroute/open-sse/executors/gemini-web.ts"
+    );
+    assert.equal(
+      await new GeminiWebExecutor().testConnection({
+        apiKey: "abc123.def456.ghi789",
+      }),
+      true
+    );
+  });
+
+  it("handles providerSpecificData.cookie", async () => {
+    const { GeminiWebExecutor } = await import(
+      "@omniroute/open-sse/executors/gemini-web.ts"
+    );
+    assert.equal(
+      await new GeminiWebExecutor().testConnection({
+        providerSpecificData: { cookie: "__Secure-1PSID=xyz.789" },
+      }),
+      true
+    );
+  });
+});
+
+describe("gemini-web queue timeout", () => {
+  it("default queueTimeoutMs is at least 30s", async () => {
+    const { getDefaultComboConfig } = await import(
+      "@omniroute/open-sse/services/comboConfig.ts"
+    );
+    const config = getDefaultComboConfig();
+    assert.ok(
+      config.queueTimeoutMs >= 30000,
+      `queueTimeoutMs should be at least 30s (got ${config.queueTimeoutMs}ms)`
+    );
+  });
+});