It’s fairly easy to understand, though - his cases are hopeless because he’s plainly guilty. He expects his lawyers to lie for him, endangering themselves, make frivolous arguments, and try anything to delay cases. It raises their profile, but makes them look bad to normal people, and then on top of it, he will simply ignore bills to avoid paying anything. Therefore he’s only left with desperate, incompetent or dumb lawyers. Because nobody reputable would want a client like that.