I had this problem a few days back with both my fastmail and gmail accounts showing the same. A Fastmail person was very helpful and after following instructions the problem ended. He suggested:

reconfigure the email client from scratch:
  - Delete all existing email client settings
  - Reboot/restart the machine
  - Reconfigure it from scratch using the server details here:
https://www.fastmail.com/help/technical/servernamesandports.html
- Make sure that you delete the existing app password for the client from your account and create a new one while reconfiguring the client.
https://www.fastmail.com/help/clients/apppassword.html

The screenshot on the FM site for mailmate configuration shows no numbers for the ports when actually they are required and this is mentioned in other of their documents. I think it was this confusion plus some caching issues which were causing problems.



On 4 Jul 2017, at 3:42, Megan Price wrote:

Hello all - I am currently unable to send mail through mail mate using my fastmail account. I have followed the fast mail documentation for setting up my imap and smtp servers and have generated and am using an app password. I can receive mail sent to my fast mail account, and I can both send and receive mail via my gmail account. But I cannot send mail through mail mate via my fast mail account. I do not receive any error messages, the messages just sit in my draft box forever.

Interestingly, some of the messages do display a progress bar under the “state” column, but it never actually makes progress. Other messages display “pending submission” under state. All display “not available” under the pending submission column.

I have reviewed these two topics:
https://www.mail-archive.com/[email protected]/msg03175.html
https://www.mail-archive.com/[email protected]/msg03355.html

And have tried sending with the Activity log open. In the log under smtp I get flashes of “AUTH PLAIN” and “AUTH LOGIN”. In both the log and the file ~/Library/Application\ Support/MailMate/Sources.plist) my smtp address contains an odd %40 in the middle of my address.  I've checked and edited the mailbox settings a number of times, and this does not actually appear in the editable settings that I can see.

Thanks for any guidance.

Megan_______________________________________________
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