I agree @Big T. Caifano wasn’t a smart racketeer and if it wasn’t for his old friends like Battaglia and Louie Fratto, Caifano wasn’t going to make any money, but on the other hand he was a professional killer and allegedly executed lots of contracts for the Outfit. Although his prime time didn’t last long and was already replaced with Roselli, besides Caifano still trying to remove his name from the black book. That’s why later Battaglia turned his back at him and also turned a blind eye when Caifano’s fellow crew members Alderisio, Nicoletti and Frabotta took over many of Caifanos deals, and again old man Humphrey had to solve the problem, as the Outfits main arbiter and advisor, mainly because the boss Sam Giancana didnt care about anything because he was in love at the time and wasnt around, constantly.