Okay, I'm having a really odd problem, here are the screenshots:
Roblox Server
Roblox Server (As Player)
Studio
For some reason the PlayerGui's load up when I am playing as the Player on the a studio server, but when I go to Server window it does not show them at all, which is why I am getting the errors I believe. Any reason why?

1 comment
From the first screenshot you showed, it looked like PlayerGui was empty. This might be a problem