Yes, I saw how he cowardly welched on that bet. DISGUSTING.
He's a scamming-low-character-can't be trusted with anything he says jagoff... and it makes perfect sense why he was so cozy w/chipperstiffynaz. They're 2 pees in a pod -- both scamming low-life douches. They made plans to meet in RL, too... no doubt to try and consolidate their scamming ideas.
He 'extorted' the 5k from tatddy... not Jake. He did something squirelly w/Jake about a poker leaderboard bet, too, can't remember all those details though.
I doubt he's a lawyer. Probably a paralegal that has access to his bosses computers (which explains the ID phone check w/ Tripper).
Bottom line, he's a fukkin fraud through and through.