diff --git a/ts/updater/common.ts b/ts/updater/common.ts
index d4c462d16..c1941eecb 100644
--- a/ts/updater/common.ts
+++ b/ts/updater/common.ts
@@ -147,10 +147,16 @@ export async function downloadUpdate(
   }
 }
 
+let showingUpdateDialog = false;
+
 async function showFallbackUpdateDialog(
   mainWindow: BrowserWindow,
   locale: LocaleType
-) {
+): Promise<boolean> {
+  if (showingUpdateDialog) {
+    return false;
+  }
+
   const RESTART_BUTTON = 0;
   const LATER_BUTTON = 1;
   const options = {
@@ -166,8 +172,12 @@ async function showFallbackUpdateDialog(
     cancelId: LATER_BUTTON,
   };
 
+  showingUpdateDialog = true;
+
   const { response } = await dialog.showMessageBox(mainWindow, options);
 
+  showingUpdateDialog = false;
+
   return response === RESTART_BUTTON;
 }
 
@@ -188,15 +198,24 @@ export function showUpdateDialog(
 
   setTimeout(async () => {
     if (!ack) {
-      await showFallbackUpdateDialog(mainWindow, locale);
+      const shouldUpdate = await showFallbackUpdateDialog(mainWindow, locale);
+      if (shouldUpdate) {
+        performUpdateCallback();
+      }
     }
   }, ACK_RENDER_TIMEOUT);
 }
 
+let showingCannotUpdateDialog = false;
+
 async function showFallbackCannotUpdateDialog(
   mainWindow: BrowserWindow,
   locale: LocaleType
-) {
+): Promise<void> {
+  if (showingCannotUpdateDialog) {
+    return;
+  }
+
   const options = {
     type: 'error',
     buttons: [locale.messages.ok.message],
@@ -204,7 +223,11 @@ async function showFallbackCannotUpdateDialog(
     message: locale.i18n('cannotUpdateDetail', ['https://signal.org/download']),
   };
 
+  showingCannotUpdateDialog = true;
+
   await dialog.showMessageBox(mainWindow, options);
+
+  showingCannotUpdateDialog = false;
 }
 
 export function showCannotUpdateDialog(
diff --git a/ts/updater/macos.ts b/ts/updater/macos.ts
index c5d7e15c3..c175c0837 100644
--- a/ts/updater/macos.ts
+++ b/ts/updater/macos.ts
@@ -24,7 +24,6 @@ import { hexToBinary, verifySignature } from './signature';
 import { markShouldQuit } from '../../app/window_state';
 import { Dialogs } from '../types/Dialogs';
 
-let isChecking = false;
 const SECOND = 1000;
 const MINUTE = SECOND * 60;
 const INTERVAL = MINUTE * 30;
@@ -60,14 +59,8 @@ async function checkDownloadAndInstall(
   locale: LocaleType,
   logger: LoggerType
 ) {
-  if (isChecking) {
-    return;
-  }
-
   logger.info('checkDownloadAndInstall: checking for update...');
   try {
-    isChecking = true;
-
     const result = await checkForUpdates(logger);
     if (!result) {
       return;
@@ -121,8 +114,6 @@ async function checkDownloadAndInstall(
     });
   } catch (error) {
     logger.error('checkDownloadAndInstall: error', getPrintableError(error));
-  } finally {
-    isChecking = false;
   }
 }
 
@@ -358,10 +349,16 @@ export function showReadOnlyDialog(
   }, ACK_RENDER_TIMEOUT);
 }
 
+let showingReadOnlyDialog = false;
+
 async function showFallbackReadOnlyDialog(
   mainWindow: BrowserWindow,
   locale: LocaleType
 ) {
+  if (showingReadOnlyDialog) {
+    return;
+  }
+
   const options = {
     type: 'warning',
     buttons: [locale.messages.ok.message],
@@ -369,5 +366,9 @@ async function showFallbackReadOnlyDialog(
     message: locale.i18n('readOnlyVolume', ['Signal.app', '/Applications']),
   };
 
+  showingReadOnlyDialog = true;
+
   await dialog.showMessageBox(mainWindow, options);
+
+  showingReadOnlyDialog = false;
 }
diff --git a/ts/updater/windows.ts b/ts/updater/windows.ts
index 586d1e933..ca65147d5 100644
--- a/ts/updater/windows.ts
+++ b/ts/updater/windows.ts
@@ -23,7 +23,6 @@ import { markShouldQuit } from '../../app/window_state';
 const readdir = pify(readdirCallback);
 const unlink = pify(unlinkCallback);
 
-let isChecking = false;
 const SECOND = 1000;
 const MINUTE = SECOND * 60;
 const INTERVAL = MINUTE * 30;
@@ -61,13 +60,7 @@ async function checkDownloadAndInstall(
   locale: LocaleType,
   logger: LoggerType
 ) {
-  if (isChecking) {
-    return;
-  }
-
   try {
-    isChecking = true;
-
     logger.info('checkDownloadAndInstall: checking for update...');
     const result = await checkForUpdates(logger);
     if (!result) {
@@ -111,8 +104,6 @@ async function checkDownloadAndInstall(
     });
   } catch (error) {
     logger.error('checkDownloadAndInstall: error', getPrintableError(error));
-  } finally {
-    isChecking = false;
   }
 }