Names of scripts inconsistent and server_console too generic
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kevin_conaway
I suggest renaming pyscrabble-main.py to just pyscrabble, and server_console.py to pyscrabble-server (that's what I plan to do in the Debian package), at least on Unix-like OSes. There the hashbang line tells the OS to run the python interpreter, so the .py suffix is unnecessary.
As a program installed in /usr/bin (or /usr/games, which is the correct place for a game), server_console.py should have a less generic name, which is why I suggest pyscrabble-server.