Itzler used to run an Escort Service called New York Confidential. He gave everyone on the show a free hour to use. Guess who was the only one who took them up on their offer? Apparently Jimmy had his way with one of the models who ended up on a magazine cover after Itzler bragged that he was untouchable and that he'd never be caught or arrested... Guess what happened next?
Apparently after Jimmy visited this place and wrecked that escort, he got some sort of ass flu from her.
Itzler himself is an annoying fuck who has a sense of arrogance around him that is just infuriating. He claims the character of Ari from Entourage was based on him.