Though a "made man" and valued "capo" in the Chicago Outfit, Daddano was not unlike Sam "Mad Sam" DeStefano, who was not allowed by the Outfit bosses to be "made." Daddano has been described as a "ruthless and pitiless killer" who was refined in torture with ice picks and blowtorches, keeping victims alive for hours while torturing them. In 1963, he had left a Capone-era mobster's wake with DeStefano, in his Cadillac, with Chicago police in hot pursuit of the speeding car. Daddano was the main suspect in at least seven murders.