My feeling is that the guy also got some favors or something under the table, and the $100 was purely nominal. If that's the case, it could be that whatever he was promised didn't actually pan out, and now he's suing in retaliation.
In any case, "$100 for a 15% stake" simply cannot be the whole story.
no kidding. i wouldn’t sell a 15% stake in a lemonade stand for $100. that doesn’t even cover the hassle of reviewing the contract and signing a bunch of notarized paperwork
Suppose you made it very easy for them to sign it over, with the contracts ready and someone in person ready to guide you through signing them. You could apply guilt and some made up scenario about needing those shares back so that the company can move forwards. Enough spin and pressure could do it.
In retrospect, perhaps I came out the winner?
This was it: https://dudefactory.com/
I went on to turn that £500 into approx $13.5m: https://torrentfreak.com/major-tv-torrent-site-thebox-bz-cal...
(Obligatory congrats)
(also all the money is long gone, First Wife has what's left of it, I am broke once again lol)
I'm no way rich, but I would not even bother taking the time to go to a lawyer or whatever and do all this kind of paperwork for such a ridiculous amount of money, I'd just ride it however it goes and not care.