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Server 2008 R2 Remote app

I have a server 2008 r2 install and its sole reason of existence is to run several different remote apps.  The clients range from PC's to apple and android tablets.  Everything was working then last Thursday it stopped servicing requests to remote clients.  Clients inside (on its same network and domain) can still access and run applications with no errors at all.  But all non domain workstations it give the error shown below.

Users will in a browser navigate to the terminal services site mycompany.info/ts it will then ask for their domain info...they enter it and it will bring them to the Windows Server 2008 TS Web Access screen.  Sometimes they see the icons sometimes they do not.  If they click on the icon or the word it will start to load then give the error.

Really stuck, no real tell tale errors in the event viewer except for a warning about the User profile service....don't think that is related, and an error about winlogon don't think it is related.
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what does your RDS licensing say? You could be out of your 120 day license period.

Can you remotely connect via Remote Desktop?
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I bought 20 licenses so I should be good to go there.  Yes I can access via remote desktop and so can the users.  It is only the remote apps that I have problems with.

I have attached a copy of the RD Licenses Manager window.
Capture1.PNG
Sorry i didn't see this.

Clients inside (on its same network and domain) can still access and run applications with no errors at all.  But all non domain workstations it give the error shown below.

It could be related to authentication how are these clients authenticating?
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When the clients access the URL they will get a screen like below.  After they enter their domain credentials it will take them to the app page.  None of the remote apps will work and give the message that I posted above.  If the user moves to the remote desktop tab, they can enter the server name and they will get a connection to the desktop.
Capture2.PNG
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I miss spoke in one of the comments before, you can't use the remote desktop tab to get to the desktop, but you can use mstsc and get there.
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It was a simple type on one of the config sections.