diff --git a/packages/desktop-client/src/browser-server.js b/packages/desktop-client/src/browser-server.js
index 3052ea8f451..e573a665a28 100644
--- a/packages/desktop-client/src/browser-server.js
+++ b/packages/desktop-client/src/browser-server.js
@@ -36,11 +36,28 @@ const importScriptsWithRetry = async (script, { maxRetries = 5 } = {}) => {
   }
 };
 
+const RECONNECT_INTERVAL_MS = 200;
+const MAX_RECONNECT_ATTEMPTS = 500;
+let reconnectAttempts = 0;
+
+const postMessageWithRetry = message => {
+  const reconnectToClientInterval = setInterval(() => {
+    self.postMessage(message);
+
+    reconnectAttempts++;
+    if (reconnectAttempts >= MAX_RECONNECT_ATTEMPTS) {
+      clearInterval(reconnectToClientInterval);
+    }
+  }, RECONNECT_INTERVAL_MS);
+
+  return reconnectToClientInterval;
+};
+
+let appInitFailureInterval;
 self.addEventListener('message', async event => {
   try {
+    const msg = event.data;
     if (!hasInitialized) {
-      const msg = event.data;
-
       if (msg.type === 'init') {
         hasInitialized = true;
         const isDev = !!msg.isDev;
@@ -51,10 +68,11 @@ self.addEventListener('message', async event => {
           !self.SharedArrayBuffer &&
           !msg.isSharedArrayBufferOverrideEnabled
         ) {
-          self.postMessage({
+          appInitFailureInterval = postMessageWithRetry({
             type: 'app-init-failure',
             SharedArrayBufferMissing: true,
           });
+
           return;
         }
 
@@ -65,19 +83,23 @@ self.addEventListener('message', async event => {
 
         backend.initApp(isDev, self).catch(err => {
           console.log(err);
-          const msg = {
+          appInitFailureInterval = postMessageWithRetry({
             type: 'app-init-failure',
             IDBFailure: err.message.includes('indexeddb-failure'),
-          };
-          self.postMessage(msg);
+          });
 
           throw err;
         });
       }
     }
+
+    if (msg.name === '__app-init-failure-acknowledged') {
+      // Clear the interval if the client has acknowledged the failure, otherwise keep retrying
+      clearInterval(appInitFailureInterval);
+    }
   } catch (error) {
     console.log('Failed initializing backend:', error);
-    self.postMessage({
+    appInitFailureInterval = postMessageWithRetry({
       type: 'app-init-failure',
       BackendInitFailure: true,
     });
diff --git a/packages/desktop-client/src/components/App.tsx b/packages/desktop-client/src/components/App.tsx
index b40d3625055..459a7062167 100644
--- a/packages/desktop-client/src/components/App.tsx
+++ b/packages/desktop-client/src/components/App.tsx
@@ -127,9 +127,9 @@ function AppInner() {
     }
 
     initAll().catch(showErrorBoundary);
-    // Removed cloudFileId from dependencies to prevent hard crash when closing budget in Electron
+    // Removed cloudFileId & t from dependencies to prevent hard crash when closing budget in Electron
     // eslint-disable-next-line react-hooks/exhaustive-deps
-  }, [dispatch, showErrorBoundary, t]);
+  }, [dispatch, showErrorBoundary]);
 
   useEffect(() => {
     global.Actual.updateAppMenu(budgetId);
diff --git a/packages/loot-core/src/platform/client/fetch/index.browser.ts b/packages/loot-core/src/platform/client/fetch/index.browser.ts
index defc478021d..f2587ba895a 100644
--- a/packages/loot-core/src/platform/client/fetch/index.browser.ts
+++ b/packages/loot-core/src/platform/client/fetch/index.browser.ts
@@ -107,6 +107,9 @@ function connectWorker(worker, onOpen, onError) {
       });
       onOpen();
     } else if (msg.type === 'app-init-failure') {
+      globalWorker.postMessage({
+        name: '__app-init-failure-acknowledged',
+      });
       onError(msg);
     } else if (msg.type === 'capture-exception') {
       captureException(
diff --git a/packages/loot-core/src/platform/server/connection/index.web.ts b/packages/loot-core/src/platform/server/connection/index.web.ts
index c34766d53a8..f889a0a57e2 100644
--- a/packages/loot-core/src/platform/server/connection/index.web.ts
+++ b/packages/loot-core/src/platform/server/connection/index.web.ts
@@ -110,7 +110,7 @@ export const init: T.Init = function (serverChn, handlers) {
   let reconnectAttempts = 0;
 
   const reconnectToClientInterval = setInterval(() => {
-    console.info('Backend: Atempting to connect to client');
+    console.info('Backend: Trying to connect to client');
     serverChannel.postMessage({ type: 'connect' });
     reconnectAttempts++;
     if (reconnectAttempts >= MAX_RECONNECT_ATTEMPTS) {
diff --git a/upcoming-release-notes/4499.md b/upcoming-release-notes/4499.md
new file mode 100644
index 00000000000..4dea5db9655
--- /dev/null
+++ b/upcoming-release-notes/4499.md
@@ -0,0 +1,6 @@
+---
+category: Bugfix
+authors: [MikesGlitch]
+---
+
+Fixed error modal not showing when using non-secure context