Tom Yawkey's name is synonymous with the Boston Red Sox, a team he owned for over four decades. Born Thomas Austin Yawkey on February 21, 1903, in Detroit, Michigan, he inherited a fortune from his uncle, William Yawkey, which allowed him to purchase the Red Sox in 1933. At the time, the team was struggling both financially and competitively, but Yawkey was determined to change its fortunes.

Yawkey's tenure as owner began with a commitment to revitalize the Red Sox. He invested heavily in the team, both in terms of player acquisitions and improvements to Fenway Park. One of his first major moves was the purchase of future Hall of Famer Jimmie Foxx, which signaled his intent to build a competitive team. Under Yawkey's ownership, the Red Sox saw a resurgence in performance, reaching the World Series in 1946, 1967, and 1975.

Despite these successes, the Red Sox did not win a World Series during Yawkey's lifetime, a fact that often overshadowed his efforts to improve the team. His ownership was also marked by a controversial aspect: the Red Sox were the last Major League Baseball team to integrate, finally signing Pumpsie Green in 1959, more than a decade after Jackie Robinson broke the color barrier. This decision has been a point of criticism in Yawkey's legacy.

Yawkey was known for his loyalty to players and staff, often treating them like family. He was also a philanthropist, establishing the Yawkey Foundation, which has donated millions to various causes.