Jeffra lost a NYSAC World Featherweight Title bout to reigning champion Chalky Wright on June 19, 1942, before a crowd of 6,000 at Oriole Park in Baltimore, in a ten-round technical knockout. Jeffra was down in the ninth, badly worn down from the blows of Wright. He returned for the tenth looking weak, and once he was down, the fight was immediately called. Some sources consider this bout as the official loss of his NYSAC Featherweight Title, as the outcome was more decisive than his loss to Archibald in May 1941.