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  • First... Have you enabled access to your Google account from less secure applications ... And Second... Have you created an OAuth token for the offlineimap application to use instead of your username and password. Commented Dec 12, 2018 at 12:54
  • I have 2FA activated, so I have to use an app-specific password (which I do), instead of allowing access from less secure applications. I have not tried OAuth, I may try that later, in particular if I find a good guide how to do it. Commented Dec 12, 2018 at 13:41
  • The problem is with the server certificate pinning. Google is migrating its CA... perhaps the imap server certificate is in flux.... Try save the server cert in a local file and put that in the sslcacertfile= option. .... Reference here and here Commented Dec 12, 2018 at 14:26