Office 365 Setup Issue


I've got a T55 and we are trying to setup a Hybrid Exchange setup,
However the setup fails as the connection is seemingly unable to ping some endpoints.

Microsoft have given me a script to run but I get an error when I run it from one site behind the firewall, and on another(with a firewall also) I get timeouts.

Can anyone shed some light on whether they've seen this issue in the past and if they've managed to resolve it?

Watchguard have said it's an MS issue, and MS are unable to accurately determine why we are getting an issue.

I've done Wireshark checks, TCP dumps from the Firebox and nothing has shown any promise.

If anyone has any insight it'd be greatly appreciated.

Please let me know.



  • Options
    james.carsonjames.carson Moderator, WatchGuard Representative

    Hi WellConnectedIT,

    The screenshot you've included is showing that the tool in use is unable to communicate via port 80 (http,) 443 (https,) 8080 (alternate port for http,) and ping (icmp.) By default all of these ports will be open outbound on the firewall, and if 80/443 were closed you wouldn't be able to get to the internet.

    Based on what we have here, we won't be able to confirm what specifically is causing this not to work. I'd suggest opening a case with WatchGuard support so that they can look at this issue with you. You can do so via the phone or online -- more info here:

    (Contact Support)

    Thank you,

    -James Carson
    WatchGuard Customer Support

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