Why does it ask for a password 2 times?

Question

System administration

There is a terminal server windows server 2008r2 without a domain. From it, the user connects to another terminal server, which is located in the domain. After the user enters the login (domain.name\username)/password -
screenshot 1, he is connected to the terminal server to the choice of his user and he again needs to enter the password -
screenshot 2. How to make it so that the password needs to be entered only 1 times when connected?
Screenshot 1

spoiler
Screenshot 2

Answer 1

There was a similar story on 2008r2 when connecting from win10, it was cured by the demolition of kb4103721 on dozens and the choice of negotiation in the RDP encryption mode.
Or you need to install the update on 2008r2 and update all clients https://support.microsoft.com/en-us/help/4093492 (it will be difficult to run on all computers without a domain)

Answer 2

Check the "Remember credentials" checkbox. If you do not remember, configure the local security group policy.