I setup RDS on 2012 R2 and have a question.
If I (over the internet, so external network) connect to https://gateway.example.org/RDWeb I can login (with an domain user), I can see a desktop icon. After I clicked on it, the browser downloads a rdp file, after executing it, it ask me again windows credential.
Of course after I entered it, I am connected to the server.
How can I prevent the second time authentication? Is it possible in general?
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fips123
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You need to deploy RD Gateway
When you add the Remote Desktop Gateway (RD Gateway) role service to your deployment, it is configured to support web SSO by default.

lesca
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I've been looking for the same information you are asking for and found this guide.
http://woshub.com/sso-single-sign-on-authentication-on-rds/
It still prompts me some times but most of the times i dont get any second prompt.

Daniel Björk
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Why downvote my answer without writing why? – Daniel Björk Mar 22 '17 at 12:53