Montgomery lost the NYSAC World Lightweight Title to Jack in a fifteen-round title match by decision before 17,466 fans on November 19, 1943 at the Garden. The bout was close and in the fourteenth, Montgomery may have had Jack close to a knockout. The United Press scored eight for Jack, five for Montgomery, with two even, though a few of the judges gave as many as six rounds to Montgomery. Jack excelled in both in-fighting and at long range boxing where Montgomery, with a slight advantage in height, would normally have the advantage. Jack's straight rights had Montgomery shaky in the third and fifth rounds.