10 Pete Becker
Dated: Monica
Pros: Very devoted to Monica. Also very wealthy. Monica would never date someone just for the money, but Pete’s persistence (combined with his ability to fly her to Rome) pays off in the end.
Cons: He’s stupidly into becoming the Ultimate Fighting Champion. It’s a bizarre goal and also something that makes him impossible to date. If he had just stuck to producing software and making millions, maybe he’d be marriage material.