We are suddently having issues where windows 7 and some XP clients where SSO is not working properly. Here is what happens, when a user logs on to our RD website, chooses the app the credentials are no longer being passed through to the TS server. The user has to enter their password like 3 times before it launches the program. This started happening about 1-2 months ago and is not affecting everyone but the number is slowly growing. Our RD WEb is running on 2008 R2 as well as all of our Terminal Servers.

Hi, According to your description, I suspect that Windows clients are not able to authenticate the server, you could try to refer to the following article to check if it is helpful to you: How to enable Single Sign-On for my Terminal Server connections Introducing Web Single Sign-On for RemoteApp and Desktop Connections Alex ZhaoPlease remember to click Mark as Answer on the post that helps you, and to click Unmark as Answer if a marked post does not actually answer your question. This can be beneficial to other community members reading the thread.