In 1992, under new Red Sox manager Butch Hobson, Zupcic made the team in spring training. For the rest of his Boston career he would wear #28. Injuries to starting outfielders Burks, Mike Greenwell, and other key players resulted in the Red Sox finishing in last place in the AL East. However, it did give Zupcic the opportunity to start regularly. He made the most of the chance, hitting .276, and started at all three outfield positions, collecting 11 outfield assists in 124 games.