Later, Ray Boccino had Johnny accompany Niko Bellic to a diamond deal with the Jewish mob. Johnny, however, took off with the money after Luis Lopez ambushed the deal. Ray then kidnapped Jim in retaliation and tortured him in the basement of Drusilla's to try to get his money back, until Johnny showed up to rescue Jim. The two later escaped and Johnny called Ashley Butler to meet her at the clubhouse. Ashley told him that Boccino had her convince Johnny to work with him in the first place so Ray could use The Lost, while neglecting their pay. She also revealed that Jim Fitzgerald has been killed by one of Boccino's hitmen
(who was Niko Bellic once again).