If he was even entertaining the idea of maybe selling his company, the least he could have done was get a negotiator with mergers and acquisitions experience. If he's making reasonably good money off of Apollo, he could have afforded a few hours of a good attorney.

This call was awful to hear as an entrepreneur. He is not at all clear about what he wants, and I think he's honest when he says it's "mostly a joke" - I'm getting the sense he threw out a strangely-worded scenario hoping that he could perhaps get some money. If he was serious about getting money, and he's primarily a software developer and not a negotiator, it would've been lovely if he had gotten proper counsel for this negotiation.