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2012R2 Remote Apps Permissions Caching Issue

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My Setup:

LAN and DMZ (perimeter network). LAN consists of RW Domain controller, RDSH and RD Connection Broker. DMZ contains RODC, RD Web Apps, and RD Gateway. I'm hosting ~25 remote apps (from RD Web Apps) with different permissions on each. I also have 2 2008 servers hosting remote apps that are also listed from the remote apps page (modified IIS).

The Issue:

If I create an app and allow everyone to log in, it works great. Say I now want to restrict access to that application for certain users. I go in an change the permissions on the app so it doesn't include the user I just logged in as. If I load the page again after permissions have been modified, I'm still able to see the app. If I log in with a user that has never logged in before, the correct permissions apply. If I log with the original user on another PC, all apps still show up. It seems that whatever permissions are set when a user first logs on, are staying applied forever. Its been 3 days and still no permissions update. I've rebooted/updated everything with no luck. Also all apps from the 2008 servers show up regardless of permissions as well.

What am I missing?


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