Joe is crazy, but in a good or funny manner, but not for his deal making, it's for all the crazy shyt he does and says. I don't think people said that people called him crazy for his deal making.
People said he was trash at maintaining deals and that if maximizing his wealth was an objective, he might be moving wrong.
But the way I see it, he might be doing it for more than money, whereas his other jobs are strictly for money. But at the same time Joe says so much contradictory shyt, that it's hard to judge what he really wants.