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I have been having this problem a lot lately and it really is getting my nerve. I even went as far as deleting all the files including hidden config files yet nothing has been able to alter this so it will work again. I will include a log file next time I open it up, but I do need to know where to look.

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i just found the thread ... facing the same problem.

the solution for me was to enable pop and imap in gmail (settings -> see all settings -> Forewarding and POP/IMAP)

I left the default settins as is (geary & gmail) - the only thing I noticed is, that I had to kill geary process.

Closing didn't end it in background - after killing it and restarting it, sending was possible again.

hope it helps somebody ;)

kajdo
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You can get a debug log if you run Geary from a terminal using the command geary -d

However as @Piloti said GMail is no longer compatible with standard IMAP and SMTP by default, hence you may need to update your Google Account settings to get it working correctly. See the Geary FAQ entry about GMail for details.