@S-K Programs (except outlook of course) on my local subnet don't need authentication so I don't even specify them in my other apps or when I do a telnet test. And it seems like only the Omada controller software is having this problem as I'm getting email alerts from my pc's where I'm not specifying any credentials either. The controller also doesn't provide any details on why it fails other than to instantly say it failed to send. Regardless, even if I do specify my credentials in Omada to send the test email it fails the same way.