Brian May via luv-main <[email protected]> writes:

> I seem to be unable to use postfix to send outgoing email to my accounts 
> on outlook.office365.com:

I think I solved the issue. I added to the config:

debug_peer_list = outlook.office365.com

... and retried.

I then saw in the logs:

:smtp_sasl_authenticate: outlook.office365.com[40.100.148.194]:587: SASL 
mechanisms LOGIN XOAUTH2

I then tried (not actually expecting it to work) the following config:

smtp_sasl_mechanism_filter = plain, login

But it did work. So my guess is postfix is somehow getting confused by
the XOAUTH2 SASL mechanism. No idea why.

Ok, so now I should also be safe from making the post mentioned in
https://xkcd.com/979/

> # openssl s_client -starttls smtp -connect outlook.office365.com:587

I still don't understand why this doesn't work. Only allows
communications in one direction.
-- 
Brian May <[email protected]>
https://linuxpenguins.xyz/brian/
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