Email Notifications Stopped Working (gmail)

[ITGuy1024 18]

Hey gang. So I've had email notifications working for years with gmail. I have an email account specifically for sending notifications. On that account 2FA is enabled and I have an app password for emby to use.
My problem is that I made a new email account to send the notifications. This account also has 2FA enabled and an app password for emby.
I thought maybe I need to allow less secure apps on the google account however the old account does not have that enabled - and google has EOL'd that feature.
So I tried to put the old account info back in and I'm getting the same error for that one now.
I'm on the latest version of emby.

 

2025-06-27 09:09:08.432 Error Server: Error processing request
	*** Error Report ***
	Version: 4.8.11.0
	Command line: C:\Users\Administrator\AppData\Roaming\Emby-Server\system\EmbyServer.dll -noautorunwebapp
	Operating system: Microsoft Windows 10.0.17763
	Framework: .NET 6.0.36
	OS/Process: x64/x64
	Runtime: C:/Users/Administrator/AppData/Roaming/Emby-Server/system/System.Private.CoreLib.dll
	Processor count: 16
	Data path: C:\Users\Administrator\AppData\Roaming\Emby-Server\programdata
	Application path: C:\Users\Administrator\AppData\Roaming\Emby-Server\system
	System.Net.Mail.SmtpException: System.Net.Mail.SmtpException: The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.7.0 Authentication Required. For more information, go to
	   at System.Net.Mail.MailCommand.CheckResponse(SmtpStatusCode statusCode, String response)
	   at System.Net.Mail.MailCommand.EndSend(IAsyncResult result)
	   at System.Net.Mail.SendMailAsyncResult.SendMailFromCompleted(IAsyncResult result)
	--- End of stack trace from previous location ---
	   at System.Net.Mail.SendMailAsyncResult.End(IAsyncResult result)
	   at System.Net.Mail.SmtpClient.SendMailCallback(IAsyncResult result)
	--- End of stack trace from previous location ---
	   at MediaBrowser.Plugins.SmtpNotifications.Notifier.SendNotification(InternalNotificationRequest request, CancellationToken cancellationToken)
	   at Emby.Server.Implementations.Services.ServiceController.GetTaskResult(Task task)
	   at Emby.Server.Implementations.Services.ServiceHandler.ProcessRequestAsync(HttpListenerHost httpHost, IServerApplicationHost appHost, IRequest httpReq, IResponse httpRes, IStreamHelper streamHelper, RestPath restPath, String responseContentType, CancellationToken cancellationToken)
	   at Emby.Server.Implementations.HttpServer.HttpListenerHost.RequestHandler(IRequest httpReq, ReadOnlyMemory`1 urlString, ReadOnlyMemory`1 localPath, CancellationToken cancellationToken)
	Source: System.Net.Mail
	TargetSite: Void CheckResponse(System.Net.Mail.SmtpStatusCode, System.String)

 

[ITGuy1024 18]

Nevermind... Emby needs rebooted after changing the email notification settings apparently. Reboot fixed it.

[Luke 42078]

6 hours ago, ITGuy1024 said:

Nevermind... Emby needs rebooted after changing the email notification settings apparently. Reboot fixed it.

Hi, you shouldn't have to do that. We'll look at improving that. Thanks.