I know many people on this forum are impressed with Demeo's earnings and whatnot, but I sort of agree with Paul Castellano's view that Roy was not a good choice to be made.

Even a scheme based on stealing tons of cars a day was bound to go bust sooner or later. Guys like Roy burn bright but don't last. He was actually very sloppy and unintelligent as evidenced by some of the unsanctioned murders he did, like the kid he blasted in his car, or the young salesman he chased cause he thought the Cubans were coming.

Roy was no good and trouble from the beginning. Castellano's main mistake was capitulating to Nino's nagging and finally making Roy. Evidence of that is that the indictment for the car theft ring was tied right back to Castellano from Roy. Paul Castellano, leader of a car theft conspiracy? How unbelievably embarassing for a Boss like Paul. If they would have waited longer, Roy would have been dead or in jail and never a made member. They just needed to wait out the nagging. Plus him being made might have made it harder to control his killing and protect the public from him.

At one point Roy tried to prove his worth by bringing the Westies under big Paul's umbrella, but eventually even that proved to be a bad idea and a hassle Big Paul could do without.