What I understood the OP asked was which vintage platform was the most expensive not which type or users are craziest.
I would think the Amiga is the craziest cost but then again Atari ST a very very close call too. (with regards to their TT030, STE and Falcon machines)
Atari 8 bits and C=64/128 are CHEAP to get into. Maybe a C=65 or 128D will cost a few hundred or more, but for the most part are very inexpensive to get into.
