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Delivery incomplete from gmail

Hello,

When I try to send a message via Gmail, I get the following error:

 

TLS Negotiation failed: generic::failed_precondition: starttls error (0): protocol error

Final-Recipient: rfc822; dsadas@adsada.net
Action: delayed
Status: 4.7.0
Remote-MTA: dns; master-email-cluster.adsada.net. (111.222.333.444, the server
 for the domain adsada.net.)
Diagnostic-Code: smtp; TLS Negotiation failed: generic::failed_precondition: starttls error (0): protocol error
Last-Attempt-Date: Mon, 26 Jun 2017 03:30:31 -0700 (PDT)
Will-Retry-Until: Wed, 28 Jun 2017 02:43:14 -0700 (PDT)



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Parents
  • What do you mean by "send a message via gmail" - are you trying to send an email with a Gmail account as the Sender?  Where did you find those log lines?

    Cheers - Bob

     
    Sophos UTM Community Moderator
    Sophos Certified Architect - UTM
    Sophos Certified Engineer - XG
    Gold Solution Partner since 2005
    MediaSoft, Inc. USA
  • I'm getting a bunch rejected email too.

    Gmail, Godaddy, Yahoo and a few others too

    I think, but not positive, just getting into this, that it started with upgrade to V17

     

    The error relates to STARTTLS on port 25 and a protocol error which indicates a setting on the email server

    Problem is I haven't changed anything on the server

    Its been in place a few years

    I don't see anything in my server logs

     

    error from one sender is:

      "TLS connect failed, connect to mail.interlakestamping.com:76.3190.90.42, STARTTLS proto=TLSv1.2; cipher=(NONE)"

    error from another sender

      Diagnostic-Code: smtp; TLS Negotiation failed: generic::failed_precondition: starttls error (0): protocol error

    error from another sender

     

    Any help appreciated

     

     

     

  • Below is the email I sent to support

     

    I was able to work around the issue by turning off advertise STARTTLS on our server for port 25, SMTP

    I then had to turn it on for SSMTP.

    Does not seem to be an issue for SSMTP but it is only used by a few of our EE’s (not gmail etc)

     

    It is still a bug in the firewall as the SMTP email sessions are not connecting correctly when passing through the firewall

    The firewall is also failing to log a connection attempt

    After making the changes I now have log entries showing successful receipt and delivery of emails from gmail

     

    Yeah I know, should be posted in XG firewall forum but I was redirected to this forum when I did a search.

     

    Anyway,

      Many thanks to Harsh Patel, Sophos support.

    He put forth a mammoth effort to try and figure out my issue.

    He was knowledgeable and patient.

     

  • Glad this is resolved for you, Jake.  You've posted in the UTM Community, but you have an XG.  You ight want to post about this in that community.

    Cheers - Bob

     
    Sophos UTM Community Moderator
    Sophos Certified Architect - UTM
    Sophos Certified Engineer - XG
    Gold Solution Partner since 2005
    MediaSoft, Inc. USA
Reply
  • Glad this is resolved for you, Jake.  You've posted in the UTM Community, but you have an XG.  You ight want to post about this in that community.

    Cheers - Bob

     
    Sophos UTM Community Moderator
    Sophos Certified Architect - UTM
    Sophos Certified Engineer - XG
    Gold Solution Partner since 2005
    MediaSoft, Inc. USA
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