diff --git a/apps/desktop/src/main.ts b/apps/desktop/src/main.ts
index 20c632ec4ac..c4e345edf2e 100644
--- a/apps/desktop/src/main.ts
+++ b/apps/desktop/src/main.ts
@@ -215,6 +215,7 @@ export class Main {
       this.desktopSettingsService,
       this.messagingService,
       this.biometricsService,
+      this.logService,
     );
 
     messageSubject.asObservable().subscribe((message) => {
@@ -246,6 +247,7 @@ export class Main {
       this.desktopSettingsService,
       this.messagingService,
       this.biometricsService,
+      this.logService,
     );
 
     this.desktopCredentialStorageListener = new DesktopCredentialStorageListener(
@@ -309,7 +311,10 @@ export class Main {
           },
         ]);
         if (await firstValueFrom(this.desktopSettingsService.startToTray$)) {
+          this.logService.info("startToTray is enabled");
           await this.trayMain.hideToTray();
+        } else {
+          this.logService.info("startToTray is not enabled");
         }
         this.powerMonitorMain.init();
         await this.updaterMain.init();
diff --git a/apps/desktop/src/main/tray.main.ts b/apps/desktop/src/main/tray.main.ts
index b7ddefe6e1b..12db96792e3 100644
--- a/apps/desktop/src/main/tray.main.ts
+++ b/apps/desktop/src/main/tray.main.ts
@@ -6,6 +6,7 @@ import { app, BrowserWindow, Menu, MenuItemConstructorOptions, nativeImage, Tray
 import { firstValueFrom } from "rxjs";
 
 import { I18nService } from "@bitwarden/common/platform/abstractions/i18n.service";
+import { LogService } from "@bitwarden/common/platform/abstractions/log.service";
 import { MessagingService } from "@bitwarden/common/platform/abstractions/messaging.service";
 import { BiometricsService } from "@bitwarden/key-management";
 
@@ -28,6 +29,7 @@ export class TrayMain {
     private desktopSettingsService: DesktopSettingsService,
     private messagingService: MessagingService,
     private biometricService: BiometricsService,
+    private logService: LogService,
   ) {
     if (process.platform === "win32") {
       this.icon = path.join(__dirname, "/images/icon.ico");
@@ -119,9 +121,13 @@ export class TrayMain {
   }
 
   async hideToTray() {
+    this.logService.info("In hideToTray");
     this.showTray();
+    this.logService.info("After showTray");
     if (this.windowMain.win != null) {
+      this.logService.info("Hiding window");
       this.windowMain.win.hide();
+      this.logService.info("After hiding window");
     }
     if (this.isDarwin() && !(await firstValueFrom(this.desktopSettingsService.alwaysShowDock$))) {
       this.hideDock();