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 530-5.7.0 Authentication Required - SMTP Gmail issue.

Gabriel Gonzalez-Mileo's profile image
Gabriel Gonzalez-Mileo posted Feb 19, 2025 06:49 PM

Hey fellow community members

I have followed the documentation found at Configure Mail Sender Settings & have gotten nothing.

I've used all three possible ports, 25, 465, 587.

Google's smtp fqdn and ip to test, smtp-relay.gmail.com

I've set an app password for it to authenticate.

I've captured packets coming out of the host vcsa and see nothing sending smtp traffic when I create a action to trigger on purpose, adding in "Send email notifications".

Anyone have a similar issue or know what else I can look for to help me troubleshoot this?

I tried finding something in the event logs, but cannot see anything in vpxd.log.

I can use curl -v telnet://smtp-relay.gmail.com:587 and connect.

Bit confused what is going on.

I did realise sendmail.service was initially stopped, started it to see if that service was the one sending smtp notifications but nothing.

Update: Logs have shown "SMTP; 530-5.7.0 Authentication Required" but I am using the app password from gmail, 2fa enabled, all ports are not functional, issue remains.

When I look at /var/mail/root logs, I can see the issue stated above.

Thank you in advance