diff --git a/apps/desktop/src/preview/Manager.test.ts b/apps/desktop/src/preview/Manager.test.ts
index a7b3afabd3c3..cc21fbb4388f 100644
--- a/apps/desktop/src/preview/Manager.test.ts
+++ b/apps/desktop/src/preview/Manager.test.ts
@@ -3167,7 +3167,10 @@ describe("PreviewManager", () => {
             listeners.set(event, listener);
           }),
           once: vi.fn((event: string, listener: (...args: unknown[]) => void) => {
-            listeners.set(event, listener);
+            listeners.set(event, (...args) => {
+              listeners.delete(event);
+              listener(...args);
+            });
           }),
           off: vi.fn(),
           ipc: { on: vi.fn(), off: vi.fn(), removeListener: vi.fn() },
@@ -3188,11 +3191,23 @@ describe("PreviewManager", () => {
         const pick = yield* manager.pickElement("tab_1").pipe(Effect.forkChild);
         yield* Effect.yieldNow;
 
-        listeners.get("did-start-navigation")?.({}, "about:blank", false, false);
+        listeners.get("did-start-navigation")?.({
+          url: "about:blank",
+          isSameDocument: false,
+          isMainFrame: false,
+          frame: null,
+        });
         yield* Effect.yieldNow;
         expect(pick.pollUnsafe()).toBeUndefined();
 
-        listeners.get("did-start-navigation")?.({}, "https://example.com/next", false, true);
+        listeners.get("did-start-navigation")?.({
+          url: "https://example.com/next",
+          isSameDocument: false,
+          isMainFrame: true,
+          frame: null,
+        });
+        yield* Effect.yieldNow;
+        expect(pick.pollUnsafe()).toBeDefined();
         expect(yield* Fiber.join(pick)).toBeNull();
       }),
     ),
diff --git a/apps/desktop/src/preview/Manager.ts b/apps/desktop/src/preview/Manager.ts
index 324b92034f36..b0020f20ca62 100644
--- a/apps/desktop/src/preview/Manager.ts
+++ b/apps/desktop/src/preview/Manager.ts
@@ -2503,12 +2503,9 @@ const makeNativeOperations = Effect.fn("PreviewManager.makeOperations")(function
         };
         const onDestroyed = () => settle(null);
         const onNavigated = (
-          _event: Electron.Event,
-          _url: string,
-          _isInPlace: boolean,
-          isMainFrame: boolean,
+          event: Electron.Event<Electron.WebContentsDidStartNavigationEventParams>,
         ) => {
-          if (isMainFrame) settle(null);
+          if (event.isMainFrame) settle(null);
         };
         const registerPickElement = Effect.fn("PreviewManager.registerPickElement")(function* () {
           // Two picks on one tab can overlap. Swap this session in and cancel
@@ -2529,7 +2526,7 @@ const makeNativeOperations = Effect.fn("PreviewManager.makeOperations")(function
           yield* attempt({ operation: "pickElement.register", tabId, webContentsId: wc.id }, () => {
             wc.ipc.on(ELEMENT_PICKED_CHANNEL, onMessage);
             wc.once("destroyed", onDestroyed);
-            wc.once("did-start-navigation", onNavigated);
+            wc.on("did-start-navigation", onNavigated);
             if (!wc.isFocused()) wc.focus();
             wc.send(START_PICK_CHANNEL, annotationTheme);
           });