SBS2008 Remote Desktop Problem

Soldato
Joined
19 Jan 2003
Posts
17,579
Location
Bristol, UK
Hi all,

Have spent a few hours on the following and have made little progress, I think I'm at the point where I need to take a step back and revisit the problem with fresh ideas. I'm hoping some external pointers could be of help too...

A basic SBS 2008 setup running Remote Web Workplace.
~6 office PCs.

Remote access is seldom used by the staff but at time of last use, some 6-9 months back perhaps, worked fine via RWW. It's now not working.

Now, when attempting to connect via RWW I mostly receive:
Capture.JPG


On occasion, I've instead received:
Capture2.JPG


If I attempt to connect via Remote Desktop (with RD Gateway configured) I receive:
Capture3.JPG


I can Remote Desktop around the internal LAN between server and PCs, and vice-versa.

WAN Ports 25, 443 and 987 are open and forwarded to the server.

I've tried connecting from multiple client machines, Windows Vista, 7 and 10. All produce the same error.

I've ran "Fix my Network" in the SBS console.


Any ideas would be very welcome and appreciated!
 
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