Hi Benny

Turns out I was using port 587 for office365 smtp (per their documentation). I changed to port 25 (with SSL) and the problem went away. If it occurs again then I’ll send the logs, but so far so good.

OTOH if you want logs of the problem, I’ll switch back to 587 and make them for you….

cheers
Simon
--
Simon Kaplan, co-founder & CEO
North Shore Labs Pty Ltd
ph: +61 411 511 122

On 1 Dec 2016, at 23:39, Benny Kjær Nielsen wrote:

On 30 Nov 2016, at 8:59, Simon Kaplan wrote:

Recently I started intermittently having the problem that when I send email from my office365 account using MailMate, I get this error:

Timeout when setting up SSL/TLS.

Retrying tends to send the message without any problems. I don’t recall having this problem with any of my google accounts.

If anyone has any suggestions for overcoming this, I’d be most grateful.

I'll need some logs to analyze the issue in more detail. Keep the Activity Viewer open (⌥⌘0) and when you have seen the issue once or twice then use “Help ▸ Send Server Logs”. Then I'll review them.

--
Benny
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