On Mon, Nov 30, 2020 at 04:44:17PM -0300, SysAdmin EM wrote:

> It seems strange to me because the connection was working correctly and no
> changes have been made to the settings.

The *remote* server is malfunctioning, so your settings are largely irrelevant.

> Here the configuration of the Exchange Server:
> https://freeimage.host/i/FNElne

For help with Exchange this is not the right list.

> > But in this case the server drops the connection immediately after
> > accepting the STARTTLS command, and before receiving the client TLS
> > HELLO.  The outbound transmission of the client HELLO fails
> > (presumably a TCP RST arrived right after the STARTTLS ok):
> >
> >     posttls-finger: initializing the client-side TLS engine
> >     posttls-finger: Connected to exet02.hostmar.com[200.58.120.69]:25
> >     posttls-finger: < 220 HMEXCAS01.host.hm.local Microsoft ESMTP MAIL 
> > Service ready at Mon, 30 Nov 2020 16:13:58 -0300
> >     [...]
> >     posttls-finger: > STARTTLS
> >     posttls-finger: < 220 2.0.0 SMTP server ready
> >     posttls-finger: setting up TLS connection to exet02.hostmar.com 
> > [200.58.120.69]:25
> >     posttls-finger: exet02.hostmar.com[200.58.120.69]:25: TLS cipher list 
> > "aNULL:-aNULL:HIGH:MEDIUM:@STRENGTH:+RC4:+3DES:!eNULL"
> >     posttls-finger: SSL_connect:before SSL initialization
> >     posttls-finger: SSL_connect:SSLv3/TLS write client hello
> >     posttls-finger: SSL_connect:error in SSLv3/TLS write client hello
> >     posttls-finger: SSL_connect error to 
> > exet02.hostmar.com[200.58.120.69]:25: lost connection
> >
> > So there's no use trying to get TLS to work for this server, it's not
> > going to happen.

See above, there's nothing you can do on the Postfix side, you have
to fix the TLS support on the Exchange side.

--
    VIktor.

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