> On Nov 30, 2017, at 9:30 PM, Chris <cpoll...@embarqmail.com> wrote:
> 
> Thanks so much for the explanation Viktor. I didn't think it was a
> postfix issue but hoped I would get something I could send to the tech
> support people to help figure this out. As far as trying another MUA I
> get the same error when sending with Evolution. Not every time but more
> often than not. It's hard to try and explain something to a tech
> support person who knows absolutely nothing about Linux since they're
> only oriented towards window and maybe Mac. 

Just tell tech support you're using MacOS/X, with the SMTP server
on your account configured the same way as in Evolution:

        Hostname: ...
        Port: 587
        TLS (aka STARTTLS)
        Username: ...
        Correct password (they should not ask for the actual pw)

If that only works intermittently (Evolution or pretend MacOS/X)
then there's something wrong with the submission service.

I guess I also see intermittent connectivity:

$ posttls-finger "[smtp.embarqmail.com]:587"
posttls-finger: Connected to smtp.embarqmail.com[206.152.134.66]:587
posttls-finger: < 220 smtp.centurylink.net ESMTP
posttls-finger: > EHLO ...
posttls-finger: < 250-smtp04.onyx.dfw.sync.lan says EHLO to ...
posttls-finger: < 250-STARTTLS
posttls-finger: < 250-PIPELINING
posttls-finger: < 250-ENHANCEDSTATUSCODES
posttls-finger: < 250-AUTH=LOGIN
posttls-finger: < 250-AUTH LOGIN
posttls-finger: < 250 8BITMIME
posttls-finger: > STARTTLS
posttls-finger: < 220 2.0.0 continue
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587: subjectAltName: 
mail.centurylink.net
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587: subjectAltName: 
pop.centurylink.net
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587: subjectAltName: 
smtp.centurylink.net
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587: subjectAltName: 
mx.centurylink.net
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587: Matched 
subjectAltName: smtp.embarqmail.com
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587: subjectAltName: 
pop.embarqmail.com
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587 CommonName 
mail.centurylink.net
posttls-finger: certificate verification failed for 
smtp.embarqmail.com[206.152.134.66]:587: untrusted issuer /C=US/O=VeriSign, 
Inc./OU=VeriSign Trust Network/OU=(c) 2008 VeriSign, Inc. - For authorized use 
only/CN=VeriSign Universal Root Certification Authority
posttls-finger: smtp.embarqmail.com[206.152.134.66]:587: 
subject_CN=smtp.embarqmail.com, issuer_CN=Symantec Class 3 Secure Server SHA256 
SSL CA, 
fingerprint=FA:33:32:8E:8C:0B:72:D8:4E:BE:76:60:72:A5:F6:14:D0:FE:F9:75, 
pkey_fingerprint=66:A0:48:D7:4C:01:1A:17:18:BD:3D:92:DE:DB:D9:D2:70:9C:0B:18
posttls-finger: Untrusted TLS connection established to 
smtp.embarqmail.com[206.152.134.66]:587: TLSv1.2 with cipher 
DHE-RSA-AES256-GCM-SHA384 (256/256 bits)
posttls-finger: > EHLO ...
posttls-finger: < 250-smtp04.onyx.dfw.sync.lan says EHLO to ...
posttls-finger: < 250-AUTH=LOGIN
posttls-finger: < 250-AUTH LOGIN
posttls-finger: < 250-8BITMIME
posttls-finger: < 250-ENHANCEDSTATUSCODES
posttls-finger: < 250 PIPELINING
posttls-finger: > QUIT
posttls-finger: < 221 2.3.0 smtp04.onyx.dfw.sync.lan closing connection

And just a bit later:

$ posttls-finger "[smtp.embarqmail.com]:587"
posttls-finger: Connected to smtp.embarqmail.com[206.152.134.66]:587
posttls-finger: < 421 4.3.4 allocated resources exceeded
posttls-finger: SMTP service not available: 421 4.3.4 allocated resources 
exceeded

Perhaps there's a firewall that's filtering after unauthenticated connections,
or they're just underpowered to handle the traffic...

The certificate names include "mail.centurylink.net", and that also has port
587 accepting SMTP connections with STARTTLS and offers SASL auth.  However,
that's a different IP address, and seems to not be turning away as much
traffic.  Any chance that would be a correct/better submission host to use?

$ posttls-finger "[mail.centurylink.net]:587"
posttls-finger: Connected to mail.centurylink.net[205.219.233.9]:587
posttls-finger: < 220 smtp.centurylink.net ESMTP
posttls-finger: > EHLO ...
posttls-finger: < 250-smtp02.agate.dfw.synacor.com says EHLO to ...
posttls-finger: < 250-8BITMIME
posttls-finger: < 250-XDUMPCONTEXT
posttls-finger: < 250-PIPELINING
posttls-finger: < 250-STARTTLS
posttls-finger: < 250-ENHANCEDSTATUSCODES
posttls-finger: < 250-AUTH=LOGIN
posttls-finger: < 250 AUTH LOGIN
posttls-finger: > STARTTLS
posttls-finger: < 220 2.0.0 continue
posttls-finger: mail.centurylink.net[205.219.233.9]:587: Matched 
subjectAltName: mail.centurylink.net
posttls-finger: mail.centurylink.net[205.219.233.9]:587: subjectAltName: 
pop.centurylink.net
posttls-finger: mail.centurylink.net[205.219.233.9]:587: subjectAltName: 
smtp.centurylink.net
posttls-finger: mail.centurylink.net[205.219.233.9]:587: subjectAltName: 
mx.centurylink.net
posttls-finger: mail.centurylink.net[205.219.233.9]:587: subjectAltName: 
smtp.embarqmail.com
posttls-finger: mail.centurylink.net[205.219.233.9]:587: subjectAltName: 
pop.embarqmail.com
posttls-finger: mail.centurylink.net[205.219.233.9]:587 CommonName 
mail.centurylink.net
posttls-finger: certificate verification failed for 
mail.centurylink.net[205.219.233.9]:587: untrusted issuer /C=US/O=VeriSign, 
Inc./OU=VeriSign Trust Network/OU=(c) 2008 VeriSign, Inc. - For authorized use 
only/CN=VeriSign Universal Root Certification Authority
posttls-finger: mail.centurylink.net[205.219.233.9]:587: 
subject_CN=mail.centurylink.net, issuer_CN=Symantec Class 3 Secure Server 
SHA256 SSL CA, 
fingerprint=FA:33:32:8E:8C:0B:72:D8:4E:BE:76:60:72:A5:F6:14:D0:FE:F9:75, 
pkey_fingerprint=66:A0:48:D7:4C:01:1A:17:18:BD:3D:92:DE:DB:D9:D2:70:9C:0B:18
posttls-finger: Untrusted TLS connection established to 
mail.centurylink.net[205.219.233.9]:587: TLSv1.2 with cipher AES256-GCM-SHA384 
(256/256 bits)
posttls-finger: > EHLO ...
posttls-finger: < 250-smtp02.agate.dfw.synacor.com says EHLO to ...
posttls-finger: < 250-ENHANCEDSTATUSCODES
posttls-finger: < 250-XDUMPCONTEXT
posttls-finger: < 250-PIPELINING
posttls-finger: < 250-8BITMIME
posttls-finger: < 250-AUTH=LOGIN
posttls-finger: < 250 AUTH LOGIN
posttls-finger: > QUIT
posttls-finger: < 221 2.3.0 smtp02.agate.dfw.synacor.com closing connection


-- 
        Viktor.

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