Have your admin ( or you if you have the rights)
verify that SMTP auth is allowed in your tenant or on your mailbox
SMTP for POP3 not working on Outlook 2016 - O365
I recently purchased Action Pack and set up the O365 application. Online everything works fine for Outlook. On Outlook desktop 2016, when setting up POP3 and testing the connection, I can receive but cannot send. It is giving me an authentication error for SMTP.
The password and settings are correct, but I still can't send. Any ideas?
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Andy David - MVP 150.4K Reputation points MVP
2021-02-16T20:45:39.63+00:00
2 additional answers
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Michael Serrano 21 Reputation points
2021-02-16T23:03:34.417+00:00 Thank you @Andy David - MVP this was helpful. Basically, I had to turn off SMTP Auth and turn it back on for it to work correctly. Very odd that it didn't configure correctly during set up.
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Michael Serrano 21 Reputation points
2021-02-17T21:18:19.447+00:00 @Jade Liang-MSFT Thanks.
The funny thing is that it stopped working again and I can't send from O365 either. When I send on O365 I get a bounce back that my email was blocked. It happens to anyone I send to. Here's a sample message:
Delivery has failed to these recipients or groups:
michael.serrano@axis .com
Your message wasn't delivered because the recipient's email provider rejected it.I put in a ticket with Microsoft.