> On Apr 8, 2020, at 12:12 PM, Viktor Dukhovni <postfix-us...@dukhovni.org> 
> wrote:
> 
> The SASL mechanisms supported by [smtp.office365.com]:587 are:
> 
>    posttls-finger: < 250-BL0PR02CA0022.outlook.office365.com Hello [...]
>    posttls-finger: < 250-SIZE 157286400
>    posttls-finger: < 250-PIPELINING
>    posttls-finger: < 250-DSN
>    posttls-finger: < 250-ENHANCEDSTATUSCODES
>    posttls-finger: < 250-AUTH LOGIN XOAUTH2
>    posttls-finger: < 250-8BITMIME
>    posttls-finger: < 250-BINARYMIME
>    posttls-finger: < 250-CHUNKING
>    posttls-finger: < 250 SMTPUTF8
>    posttls-finger: > QUIT
> 
> "LOGIN" and "XOAUTH2".  Terminology corrections aide, disabling the
> latter via:
> 
>> Adding
>> smtp_sasl_mechanism_filter = plain, login
>> made things work again
> 
> is most likely the correct solution, with "login" the one that'll be
> used in the case of "[smtp.outlook.com]:587".

That said, we might unfortunately have to figure out how to deal with
XOAUTH2 at some point:

  
https://techcommunity.microsoft.com/t5/exchange-team-blog/basic-authentication-and-exchange-online-april-2020-update/ba-p/1275508

-- 
        Viktor.

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