That’s what the Boston Red Sox and other clubs have to decide in the offseason about the Philadelphia Phillies star. MLB insiders who are trying to predict Schwarber’s next contract are using former Red Sox All-Star J.D. Martinez signed a five-year, $110 million contract with the Red Sox in the spring of 2018 as he entered his age-30 season,” Feinsand noted. Schwarber spent part of the 2021 season in Boston as a midseason acquisition and helped the Red Sox reach the American League Championship Series. An 11-year-veteran and three-time All-Star, Schwarber helped the Chicago Cubs win the 2016 World Series.