Jack Chesbro - Post-MLB Career

Post-MLB Career

Chesbro returned to Massachusetts during the 1910 Major League Baseball season, where he worked on a farm in Conway, Massachusetts that he purchased a decade prior. He pitched for a semi-professional baseball team in nearby Whitinsville, Massachusetts, leading them to a championship. Chesbro coached for Massachusetts Agricultural College (presently known as the University of Massachusetts Amherst) in 1911 and continued to pitch for semipro clubs in Massachusetts.

Chesbro met with Highlanders owner Frank J. Farrell and new manager Harry Wolverton in February 1912 about attempting a comeback. Wolverton agreed to give Chesbro a chance at pitching for the Highlanders. However, before leaving for camp he reconsidered and released Chesbro. Chesbro's request for reinstatement as a free agent was granted in March, while the Yankees

granted him his unconditional release. Chesbro decided to travel to Hot Springs, Arkansas, where teams participated in spring training, in an attempt to find a team willing to give him a chance at a comeback. He worked out with Brooklyn and Pittsburgh, but both teams passed on him.

Chesbro appeared in an old-timers game at Braves Field, sponsored by The Boston Post to benefit Boston Children's Hospital, on September 11, 1922. He served as a Washington Senators coach in 1924, which were managed by his former Highlanders manager, Clark Griffith. However, he and Ben Egan were let go when the Senators hired Al Schacht and Nick Altrock on June 1. In 1927, he managed a minor league team in South Deerfield, Massachusetts, pitching for the team on occasion.