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Microsoft Outlook (on Android) will not connect to postfix (SMTP). In the Android app, you will get the message that an error has occurred. On the postfix side I see that an SSL error occurred:

Jul 17 19:14:54 server postfix/submission/smtpd[5892]: connect from sub.domain.tld[123.123.123.123]                                       
Jul 17 19:14:54 server postfix/submission/smtpd[5892]: SSL_accept error from sub.domain.tld[123.123.123.123]: lost connection           
Jul 17 19:14:54 server postfix/submission/smtpd[5892]: lost connection after STARTTLS from sub.domain.tld[123.123.123.123]                   
Jul 17 19:14:54 server postfix/submission/smtpd[5892]: disconnect from sub.domain.tld[123.123.123.123] ehlo=1 starttls=0/1 commands=1/2

In an attempt to get more information, I increased the loglevel from 1 to 3 and also saw this flying by:

Jul 17 19:49:51 server postfix/submission/smtpd[12560]: sub.domain.tld[123.123.123.123]: TLS cipher list "aNULL:-aNULL:HIGH:MEDIUM:+RC4:@STRENGTH"

Of course I tried both port 587 and 465.

The IMAP (dovecot) connection seems to work (looking at the logs). I assume since SMTP fails, the entire configuration fails. Dovecot log:

Jul 17 19:49:51 server dovecot: imap-login: Login: user=<username@domain.tld>, method=PLAIN, rip=123.123.123.123, lip=123.123.123.122, mpid=12550, TLS, session=<112El8HJeqUtiueK>

Jul 17 19:49:51 server dovecot: imap(username@domain.tld)<12550><112El8HJeqUtiueK>: Logged out in=12 out=445 deleted=0 expunged=0 trashed=0 hdr_count=0 hdr_bytes=0 body_count=0 body_bytes=0

The server works with all other e-mails clients, K-9, Thunderbird and even Microsoft Outlook on the desktop. Just not the official Outlook Android application.

Does anyone have the foggiest idea why this happening and how to fix this?

Michael Hampton
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