There are two levels of authentication required for a successful connection to a Terminal Server through a TS Gateway server. First level of authentication happens when the TS client connects to the TS Gateway server and the second level occurs when it connects to the Terminal Server. For this reason, the user is prompted for credentials for the TS Gateway server for the first authentication and prompted again for credentials to authenticate the Terminal Server.
If the user is going to use the same set of credentials for both the TS Gateway server and the Terminal Server then he/she can enable the single credential prompt setting in the TS client. With this setting enabled, the TS client prompts the user for credentials only once and uses the supplied credentials for authenticating to both TS Gateway and Terminal Server.
Alternatively, the single credential prompt setting can be manipulated from the RDP file.
The feature is available in RDP 6.1 client and it is enabled by default. The setting can be altered by using one of the methods mentioned in the above section.
Therefore, when the user finally clicks "Connect", depending on the existence of saved credentials the TS Client might or might not display a credential prompt for the Terminal Server.