In June 1995, Jack and Mustafa Saed (as The Gangstas) joined Extreme Championship Wrestling (ECW), debuting for the promotion as a villainous team by attacking The Public Enemy (Rocco Rock and Johnny Grunge) at Barbed Wire, Hoodies and Chokeslams on June 17, 1995. The Gangstas made their ECW in-ring debut at Hardcore Heaven by competing against Public Enemy in a losing effort. The two teams engaged in a lengthy rivalry and traded wins against each other throughout the year, with the feud ending in a street fight at House Party, which Public Enemy won. Public Enemy departed ECW after the event, thus ending the rivalry. At CyberSlam, the Gangstas were scheduled to compete in a match against The Headhunters but Jack was unavailable and Mustafa was attacked by Headhunters. Jack returned to ECW on March 8 during the Big Ass Extreme tour to rescue Mustafa from an assault by The Headhunters, resulting in the Gangstas turning into fan favourites.
The Gangstas began pursuing the ECW World Tag Team Championship and entered into a rivalry with the champions The Eliminators (John Kronus and Perry Saturn) and received several title shots against the Eliminators, but came up short. At Fight the Power, the Samoan Gangstas Party (L.A. Smooth and Sammy the Silk) made their ECW debut by attacking the Gangstas. Samoan Gangsta Party cost the Gangstas another title shot against Eliminators at Hardcore Heaven. The Gangstas then faced Samoan Gangstas Party in a match at Heat Wave which ended in a brawl between both teams. The Gangstas' feud with Eliminators, Samoan Gangsta Party and The Bruise Brothers led to a four-way dance between the four teams at The Doctor is In, which the Gangstas won to capture their first World Tag Team Championship. The Gangstas successfully defended the title against teams such as Samoan Gangsta Party, The Eliminators and Rob Van Dam and Sabu throughout the year.
New Jack was involved in the Mass Transit Incident on November 23, 1996 in Revere, Massachusetts. The Gangstas were scheduled to face D-Von Dudley and Axl Rotten. Axl, however, never made it to the show for reasons never made clear. Rotten was replaced with "Mass Transit" Eric Kulas, an untrained seventeen-year-old who convinced Paul Heyman that he was twenty-one.
The Gangstas lost the World Tag Team Championship back to the Eliminators on the January 4, 1997 episode of Hardcore TV, ending their reign at 139 days. The Gangstas feuded with the Eliminators and the Dudley Boyz over the titles for the next several months. At Heat Wave, the Gangstas defeated the Dudley Boyz in a steel cage match to capture their second World Tag Team Championship. Mustafa Saed left ECW after the title win, leading to the dissolution of the Gangstas. The following month, at Hardcore Heaven, the Dudley Boyz were returned the titles via forfeit due to Saed's departure.
The departure of Mustafa Saed and Perry Saturn from ECW led New Jack to form a new tag team with former Eliminator John Kronus called The Gangstanators on August 21, 1997, by defeating The Dudley Boyz. The team debuted on television on the September 20 episode of Hardcore TV when Kronus earned a title shot at the ECW World Tag Team Championship by defeating the Dudleys and then Jack showed up as his tag team partner. They received their title shot at As Good as it Gets, where the Gangstanators defeated the Dudley Boyz to win the World Tag Team Championship, marking Jack's third tag title reign. They lost the titles to The Full Blooded Italians (Little Guido and Tracy Smothers) on the November 1 episode of Hardcore TV. They defeated the Hardcore Chair Swingin' Freaks (Axl Rotten and Balls Mahoney) and the Dudley Boyz in a three-way dance at Fright Fight and received a rematch for the titles against FBI, the Freaks and Dudleys in a four-way dance at November to Remember, but failed to win the titles.
The Gangstanators resumed their feud with the Dudley Boyz as the two teams competed in a match at the 1998 House Party, which the Dudleys won. The Gangstanators formed an alliance with Spike Dudley, an arch rival of the Dudleys. At the Living Dangerously pay-per-view, New Jack and Spike Dudley defeated the Hardcore Chair Swingin' Freaks and the Dudley Boyz in a three-way dance. Jack would then face Bam Bam Bigelow in a losing effort at Wrestlepalooza. Jack began emerging as a singles competitor while feuding with the Dudley Boyz. This led to Jack and Kronus quietly dissolving the Gangstanators and going their separate ways as Jack more frequently teamed with Spike Dudley to feud with the Dudley Boyz. New Jack began dragging in a garbage can full of weapons and throwing it into the ring as a sort of ultra-violent trash bag.
New Jack's feud with the Dudley Boyz continued in 1999 as he teamed with Spike Dudley to compete against the Dudley Boyz in a losing effort at Guilty as Charged. At Crossing the Line, Jack brought out his former Gangstas tag team partner Mustafa Saed to compete against the Dudley Boyz, but Mustafa turned on Jack by smashing a guitar on his head and revealed himself to be the mysterious benefactor of the 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 the 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 the Dudley Boyz with weapons from a shopping cart.
On the October 22 episode of ECW on TNN, Jack received his first opportunity for the World Heavyweight Championship against Mike Awesome, but failed to win the title. On the November 5 episode of ECW on TNN, Jack rescued the Hardcore Chair Swingin' Freaks from an attack by Da Baldies (The Spanish Angel, Vito LoGrasso, Tony DeVito and Vic Grimes), but Angel stapled Jack in the eyes. This led to a lengthy rivalry between Jack and Angel over the unofficial title of "King of the Streets". The two battled back and forth over the matter in bloody street fights. One of ECW television's most gruesome moments was when in the course of a match, Angel used New Jack's staple gun (which he often wore around his neck with a chain) against him, stapling him in the eye. Referees called off the match, and New Jack disappeared from the air for many months. New Jack returned by the end of 1999 with his eye seemingly recovered, now sporting a scythe around his neck, claiming that he had "upgraded" the staple gun.
Their first encounter was at November to Remember, where Jack and the Freaks lost to Da Baldies in a handicap match. At the 2000 Guilty as Charged pay-per-view, Jack lost a singles match to Angel due to interference by Da Baldies. At the Living Dangerously pay-per-view in Danbury, Connecticut on March 12, New Jack suffered serious injuries during a match against Vic Grimes involving a bump that required them to jump and fall fifteen feet off of a scaffold. They fell off the scaffold, missed the tables that were supposed to absorb the force of their fall and landed on the concrete floor, with Grimes landing on New Jack's head. New Jack suffered legitimate brain damage, a broken leg, a skull fracture (resulting in permanent insomnia) and was permanently blinded in his right eye, and spent six months recovering, but even while injured Jack defeated Da Baldies leader Angel in a match two months later at Hardcore Heaven.
He appeared at Heat Wave where he appeared on crutches and Angel stapled him with his staple gun in the forehead until Nova and Chris Chetti made the save and defeated Da Baldies in a tag team match. Jack was out of action for the next few months. He returned to ECW on the September 22 episode of ECW on TNN, where he rescued Spike Dudley from an assault by Justin Credible and Rhino, but was double teamed by the two. Jack was named the number one contender for Rhino's World Television Championship at November to Remember, where he failed to win the title. In his last ECW match, Jack defeated longtime rival Angel on the December 17 episode of Hardcore TV. Jack remained with the promotion which was closed due to bankruptcy a month later in January 2001.
Jack passed away on May 14, 2021.