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You can use tf/cfg/overrides/game_overrides.cfg to run stuff when you join a class
tf/cfg/overrides/game_overrides.cfg
I said "when you join a class". That's the best you can do
Huh. Can you add something like echo test to the end of the game_overrides.cfg
echo test
game_overrides.cfg
Then change class, just to check the file is actually running
Oh wait, are you using mastercomfig?