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SBS2008 is refusing OWA and Remote outside Access -- Port 443 traffic not getting through

haysys1 asked
Last Modified: 2012-06-22
Hello All,

I've got a problem that I can't seem to solve. This is a recent SBS 2008 system (installed 20 days ago) that was providing OWA and ActiveSync access from the outside... no problem. I went out of town for two weeks and returned to OWA, REMOTE and ActiveSync failing. I've run the Network Diagnostic wizard several times, but it says there's no problem.

OWA and Remote work just fine on the inside of the network, but refuse to present the Challenge/Response dialog on the outside. The results of a Port scan show port 443 either filtered or closed.

I pounded on the WatchGuard XTM2 firewall with no change so put a temporary Netgear RP614 in its place. These routers are dead simple and SMTP flows fine but no change on HTTPS... the Server still refuses to respond to anything on Port 443 from the outside.

I recall that on IIS 6.0, there were IP settings that excluded access from anything outside the local subnet, but I don't know of any such settings in IIS 7.0 (ignorance acknowledged here).

I feel that I have covered all of the standard stuff, though I may be overlooking something simple. And again, this was working for a couple of weeks but then stopped. I sure would appreciate some help on this one.

Thanks for reading!!

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