hey welcome!
to answer your questions globally, Kobayashi Maru was intended for multiplayer so as long as you install it as it says in the manual you shouldn't have any problems.
as for the server, I don't recall anyone running BC without the GUI. if you want a dedecated server, just set the server and link the players to it. the server won't even load the graphic game, so you don't need to worry about not having a good GFX. it will just run the logic part, while the clients run the graphic part.
but have in mind that the most players you run, the slower it will become, even running just scripts. you will have a small gain in performance, but if you computer is not up to the task, I suggest you drop it.
for a good dedicated server I suggest you aim for something above 3.0Ghz and 1 or 2 Gb of Ram, plus a good network card. that should allow you to run a 5-vs-5 match with no problems.
and as for the screen, the mods are enabled in the game, so if you mean getting an advanced config screen in the means of network parameters, I'd say no. but you will get more game modes and new ship menues when you configure your match.
all the configuration is done via UMM, in the main menu when it comes to graphics, mods, and controls. if you want to enable or disable mods, that's done via mutators also in the main menu.