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SMTP relay to my ISP stopped working?

A couple of day's ago I noticed that no emails was leaving my system ...

I'm using a transparent SMTP Proxy on Sophos UTM  9.411-3, running on a Hyper-V

 

This is how the smtp.log looks like when is not working:

2017:03:11-01:16:51 sophos-utm1 exim-out[6957]: 2017-03-11 01:16:51 1cmUiI-0001o9-D3 => -masked-@gmail.com P=prvs=0243f58e52=private@mail.adress R=smarthost_route T=smarthost_smtp H=smtp.bredband.net [195.54.106.231]:25 A=server_plain C="250 ok:  Message 1117530659 accepted"
2017:03:11-01:16:51 sophos-utm1 exim-out[6957]: 2017-03-11 01:16:51 1cmUiI-0001o9-D3 Completed

This is how the smtp.log looks like when is working:
2017:02:24-20:21:11 sophos-utm1 exim-out[38108]: 2017-02-24 20:21:11 1chLQU-0009uZ-4v => masked@mail.adress P=prvs=0228dae88a=private@mail.adress R=smarthost_route T=smarthost_smtp H=smtp.bredband.net [195.54.106.231]:25 A=server_plain C="250 ok:  Message 1108372053 accepted"
2017:02:24-20:21:11 sophos-utm1 exim-out[38108]: 2017-02-24 20:21:11 1chLQU-0009uZ-4v Completed

Both gives me a 250, message accepted, both since 1 day no emails is delivered
If I disable transparenr Proxy and test username and password in Thunderbird, it works?!

Any idea would help, have been browsing the forum for any new angle ...


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Parents
  • Hi, Daniel, and welcome to the UTM Community!

    I recommend against using the UTM Proxy in Transparent mode except for testing.  Please consider Basic Exchange setup with SMTP Proxy as it works for all internal mail servers.  Any better luck with that?

    Cheers - Bob

     
    Sophos UTM Community Moderator
    Sophos Certified Architect - UTM
    Sophos Certified Engineer - XG
    Gold Solution Partner since 2005
    MediaSoft, Inc. USA
Reply
  • Hi, Daniel, and welcome to the UTM Community!

    I recommend against using the UTM Proxy in Transparent mode except for testing.  Please consider Basic Exchange setup with SMTP Proxy as it works for all internal mail servers.  Any better luck with that?

    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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