Gmail POP3 Polling Failing after Upgrade to 3.5.0.beta8-dev

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Gmail POP3 Polling Issue After Upgrade

LotusJeff experienced a POP3 authentication error after upgrading from Discourse beta7 to beta8, specifically when using an app password for Gmail with two-factor authentication (2FA). The error message reported a failing connection to the POP3 server. LotusJeff confirmed the app password was still valid within Gmail and recreated it, but the issue persisted. NateDhaliwal shared a link to a related Discourse meta post but LotusJeff indicated it wasn’_t helpful as they already used app passwords with 2FA. NateDhaliwal requested logs and error messages from the mail account, and shared a link to a troubleshooting guide here. Finally, LotusJeff reported that the email reply system retested and now worked without changes, attributing the fix to the upgrade.

I have had Gmail POP3 polling running since January using the App password method. No issues and all has been going great.

I upgraded from 3.5.0.beta7-dev to 3.5.0.beta8-dev. I immediately received the following error in my admin panel:

Connection to the POP3 server is failing with an authentication error. Please check your POP3 settings.

I have done the following:

  • Checked everything with Gmail. No issues visible.
  • Recreated a new app password. The original and the new one does not work.

Any suggestions on how to troubleshoot or do more investigations to determine the issue?

thanks in advance.

Hi there, does this help?

No, that does not help. I have had the “app password with 2FA” implemented since January.

It is the app password with 2FA that has stopped working.

Any other suggestions?

Anything in /logs, or any errors in the mail account?
Also, does anything in here help?

I retested email reply system this morning an now it is working. No changes. Nothing net new or different other than upgrade.

We will see if it throws another error code.