But what happened with HIM? When did he go from this to the kind of person who would try to scam the Kent Hockey Area?
Nothing really changed with him...
1st you need to forget about Amino ever "doing something", AmigaDE was just Tao's Intent with a boingball sticker and whatever was added later done by 3rd party developers.
Given the info and witnesses that has surfaced in the past 13 years it becomes quite clear that the initial idea was some sort of investment/IPO scam.
Remember that in early 2000 we still hat the .com boom running where some technobabble and impressive office-space was all you needed to make your company worth billions on the stock market.
Bill&Barry missed that boat and resorted to smaller scam (PartyPack,tshirts) and later probraly even money laundering (the whole Itec/KMOS thing).