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Gmail 2-step verification: STMP server login fails

6840 Views 10 Replies Latest reply: Feb 16, 2014 2:48 PM by pban02 RSS
Steve Darden Level 2 Level 2 (155 points)
Currently Being Moderated
Apr 26, 2011 6:39 PM

After activating 2-step a few days ago I have been very happy. Then I discovered that my MacPro Mail.app can't connect to my Gmail SMTP server (I was using my hosted domain SMTP before).

 

Symptoms:

 

My MacBook Pro is a clone of the MacPro, Mail.app connects fine on the MacBook Pro, send/receive IMAP or POP3,  (using the same application specific token (AST) which I originally assigned to Mail.app on MacPro). That was a surprise - I expected the MBP to require a new AST distinct from the MacPro Mail.app token.

 

To make sure all was kosher, I generated a fresh AST for the MacPro Mail.app, updated the settings.

 

MacPro/Mail.app receives via IMAP, but fails connecting to the SMTP server (which I have updated with the new AST).

 

Today's further troubleshooting:

 

(1) I revoked the application specific passwords for Mail.app both Macs, deleted all the associated Keychain entries. Generated new application specific passwords for the MP ==> IMAP send works but the Macpro SMTP server login still fails.

 

(2) I turned off 2-step verification, changed all Mail.app passwords back to simple pwd. Everything works but SMTP server login fails

 

(3) In Mail.app I deleted and recreated the account for a *different* Gmail IMAP address. That worked fine, including the associated SMTP login.

 

This is silly, but there seems to be a curse on one specific smtp.gmail.com login. I have left 2-step verification turned off for the moment until I resolve the SMTP login fault.

 

If I deleted and recreated the problem IMAP account in Mail.app it would probably fix the problem. But we are in Australia with tight bandwidth caps, I can't afford to redownload 20,000+ emails. And I need them local because we often don't have internet access.

Mac Pro, Mac OS X (10.6.7), 23" Apple Cinema HD, ATI Radeon 3870

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