RDP Z to Z fails - Z to Win10 good

So, just to make sure I understand this correctly, the issue is that you can or cannot connect to the remote server? And if you can, is it that you must enter the password every time?

I just noticed that another thread where you're talking about a similar problem, are these two the same issue?

And lastly, what client are you using to establish the connection? By default, Remmina comes installed with Zorin OS, or are you using a different one?