Your friend really bought a game 5 times in case of hats. Wow, thats sad. Someone already pointed out it is impossible to get all of the hats thanks to the badges.
Sign up for Tribes:Ascend, its free
FOR THE NEWBIES:
Blue names=normal member
Grey names=community mod(As in, NOT a Telltale employee, they just keep the peace here, that's it.)
Red names=actual telltale employees.