Is this guy so full of money to have bought all the systems he's collecting ? I remember seeing one video of a tour of his collection. It was impressive.
Underrated systems in my book are Gamecube for sure, Dreamcast and Nomad
While at PRGE, a buddy witnessed him dropping big $$$ on a Gameboy Proto. He also had booths at both CGE and PRGE, selling his Coleco homebrew. It never seemed like it was selling incredibly well... Not enough to pay for his table, at least. Really nice guy, however. Chatted with everyone, was really friendly.
Who knows, maybe he's got a high paying job. There was one guy who had booths at both CGE and PRGE. His prices were pretty incredible, and yet he was dropping major cash at the CGE auction. The guy was just an awesome all around person, friendly, chatty, and was cutting major deals for people, while spending top dollar himself. IIRC, I was told he was an Engineering project manager at Intel. I think he just showed up to the show, and ran a booth, to be part of the whole event. $100 to him might be an hour and a half of work, to others, a day and a half. Money is weird like that.