Silvio would prevail as he's a bit more charismatic and witty than Paulie when it is all said and done.

Paulie as Boss wouldn't work out too well as a he is too stubborn and short-sighted to deal with the big picture (Unions, HUD, Credit Card Scams, Webistics, etc.) This is the man who could barely etch out an understanding with the Lawnmower Man lol....

Silvio, well he did say he had "Allergies" lol. More seriously though, he did mention to his wife candidly that was at one point considered for the Big Seat, but self-admittedly couldn't handle the pressure and it showed.

One literally couldn't handle the pressure and the other was essentially going to be a lightening rod for NY's families or a puppet boss.