I think Bobby would've been eaten alive if he was boss. See the pressure Tony was under. And by all means, Tony was a semi good boss who made alot of mistakes but he held his own most of the time. I think Bobby would have been killed by his own men because of lost business and what not. Yeah he tried to persue money and respect when he was capo but the more experienced mobsters from NY would have raped him business wise.
"No one's ever gonna kill me, they wouldn't dare." - Carmine Galante
In the mob, you're either at the dinner table, or on the menu.