On Sun, May 22, 2016 at 05:04:02PM -0500, Patrick Dohman wrote:
> After migrating to a new ISP SMTPD relay TLS Auth no longer functions as
> expected.
> 
> Essentially the same configuration in conjunction with a different mail server
> works as needed.
> 
> Hoping to clarify if cipher type is an issue & if so how a cipher list is
> configured.
> 

nope, the problem seems to be that you credentials are rejected:

> May 22 14:49:41 Firewall smtpd[5565]: smtp-out: Connecting to
> tls://205.219.233.9:587 (mail.centurylink.net) on session 678c450539abbe1e...
> May 22 14:49:41 Firewall smtpd[5565]: smtp-out: Connected on session
> 678c450539abbe1e
> May 22 14:49:41 Firewall smtpd[5565]: smtp-out: Started TLS on session
> 678c450539abbe1e: version=TLSv1/SSLv3, cipher=AES256-GCM-SHA384, bits=256
> May 22 14:49:41 Firewall smtpd[5565]: smtp-out: Server certificate
> verification succeeded on session 678c450539abbe1e

here the connection has been established and TLS negotiated


> May 22 14:49:41 Firewall smtpd[5565]: smtp-out: Error on session
> 678c450539abbe1e: AUTH rejected: 535 5.7.8 Sorry.

here the remote server replied that it didn't accept your AUTH
which is basically your credentials

-- 
Gilles Chehade

https://www.poolp.org                                          @poolpOrg

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