He's a guy who believes he's way smarter than he actually is. He's confused luck with skill and thinks he understands things better than everyone else.
He doesn't consider the bad case scenarios because in his mind, he'll have planned for them. But he is in this scenario. Which is a bad case. That he didn't plan for. That is bad because of his attitude and lack of planning.
He thinks he can somehow fast-talk Congress into thinking he didn't commit a crime.
He's going to go to jail thinking that the jury fucked up by finding him guilty. If they just understood, they'd realize he's better than everyone and deserves to be free and rich and to use your money.