New Jack's feud with Dudley Boyz continued in 1999 as he teamed with Spike Dudley to compete against Dudley Boyz in a losing effort at Guilty as Charged. At Crossing the Line '99, Jack brought out his former Gangstas tag team partner Mustafa Saed to compete against Dudley Boyz but Mustafa turned on Jack by smashing a guitar on his head and revealed himself to be the mysterious benefactor of Dudleys, who wanted to run The Public Enemy and New Jack out of ECW. As a result, Jack began a rivalry with Mustafa, which culminated in a match between the two at Living Dangerously, which Jack won. At CyberSlam, Jack teamed with Hardcore Chair Swingin' Freaks (Axl Rotten and Balls Mahoney) against Mustafa and the Dudley Boyz in an Ultimate Jeopardy match in a losing effort. After the match, Jack drove Mustafa through a table with a diving splash from the top of the cage. Jack was out of action for the next few months until he returned to ECW at Heat Wave, where he attacked Dudley Boyz with weapons from a shopping cart.