This I Believe. Bobby Doerr played his last season with the Boston Red Sox in 1951. He will be remembered not only as a steady second baseman, but a great competitor. His father bought Bobby his first spikes when he was ten. He got his first crack at professional ball one day after school when he was 16, and he joined the Hollywood team. He climbed steadily to the big leagues. Once he went out to Oregon to hunt and fish along the Rogue River. He fell in love with the place, and showing great foresight for a lad then 18, he bought 160 acres of wooded land. He also fell in love with the teacher at the one room schoolhouse, and now their son is going to that same school. After 15 years with the Boston Red Sox, Bobby Doerr has retired