On Tue, 14 Jun 2022 12:20:39 +0200 Michiel Hazelhof <mich...@hazelhof.nl> wrote:
Package: postfix
Version: 3.6.4-1+b3

After upgrading to 3.6.4-1+b3 some clients get ssl handshake issues,
appears to be more promininent on some machines than others, the hitrate
appears to be 1:50.

Downgrading to 3.6.4-1+b2 immediately solves the issues, what has changed?

--
With regards,

Michiel Hazelhof.


Have issues with SSL handshakes on Ubuntu 22.04 with Postfix 3.6.4. My current guess is this is related to the switch to OpenSSL 3.0 and an incompatibility with JavaMail (exact versions unknown).

Not sure what error you get in the logs, I see:

for SMTP+STARTTLS:
connect from mailhost.example.com[192.0.1.2]
SSL_accept error from mailhost.example.com[192.0.1.2]: -1
warning: TLS library problem: error:0A0003F2:SSL routines::sslv3 alert unexpected message:../ssl/record/rec_layer_s3.c:1584:SSL alert number 10:
lost connection after STARTTLS from mailhost.example.com[192.0.1.2]
disconnect from mailhost.example.com[192.0.1.2] ehlo=1 starttls=0/1 commands=1/2

for smtps:
connect from mailhost.example.com[192.0.1.2]
SSL_accept error from mailhost.example.com[192.0.1.2]: -1
warning: TLS library problem: error:0A0003F2:SSL routines::sslv3 alert unexpected message:../ssl/record/rec_layer_s3.c:1584:SSL alert number 10:
?lost connection after CONNECT from mailhost.example.com[192.0.1.2]
disconnect from mailhost.example.com[192.0.1.2] commands=0/0

Can you share the actual error message you're seeing? (not sure what version OpenSSL debian vanilla uses).
(via email direct to me would help too).

Cheers, Bernard Spil

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