In the long jump competition, O'Connor finally met Myer Prinstein of the Irish American Athletic Club who was competing for the U.S. team and whose world record O'Connor had broken five years previously. The only judge for the competition was Matthew Halpin, who was manager of the American team. O'Connor protested, fearing bias, but was overruled. He continued to protest Halpin's decisions through the remainder of the competition. The distances were not announced until the end of the competition. When they were, Prinstein was declared the winner, with O'Connor in Silver Medal position.