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Are Authenticated SMTP Notifications still broken in Sophos Firewall?

I know this was an issue many years ago -- now I've run across a customer that we want to set this up for (they got bought out, and the parent company migrated all their email to O365, and the folks I deal with have no access to the admin controls in O365) -- and no matter what I do, I cannot send firewall notifications out via a configured O365 relay (they require authentication).  I do have other customers that I do manage, and in those cases we helped them setup relays (by static IP) that did not require authentication, and that works.

I suspect that (somehow, it's been a very long time) that Sophos has not fixed this issue yet (if you use authentication, you have to have TLS/StartTLS enabled with O365) with Sophos Firewall.  IIRC, it had to do with them using MD5 which Microsoft rejects. I will be starting a support case on this, but checking here first to see if any of you have had a different experience recently.



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  • Actually you can configure your own alerts in Central... unless you are talking about a scenario where you are using a MSP and want your own alerts (which we configure ourselves for customers as needed -- we also are an MSP) and they don't give you access to Central admin on your account, etc.

  • Yes, when using an MSP.  I have access to Central Admin but the alerts section is locked and we don't have access and were told we can't get access because that would require them to unlock that section for all customers and would create issues as far as how they manage alerts.