Benswanger's association with the Pirates began when his father-in-law, Barney Dreyfuss, who was the owner of the team, passed away in 1932. Benswanger inherited the team and took over as the president, a position he held until 1946.
During his time as the owner, Benswanger was known for his innovative ideas and his commitment to improving the team. He was instrumental in the construction of the Pirates' new stadium, Forbes Field, which was one of the first modern baseball stadiums in the country. Benswanger was also responsible for bringing lights to the stadium, making it possible for the Pirates to play night games.
Benswanger's tenure was also marked by a number of significant player acquisitions. He was responsible for signing several notable players, including Hall of Famer Arky Vaughan and All-Star Bob Elliott. However, despite these efforts, the Pirates struggled on the field during Benswanger's tenure, with only a few winning seasons.
Benswanger was also known for his efforts to integrate baseball. In 1945, he was one of the first team owners to openly support the integration of the Major Leagues, and he even held a tryout for Jackie Robinson and Sam Jethroe, two African-American players. However, due to resistance from other team owners and officials, Benswanger was unable to sign either player.
Despite the team's lack of success on the field, Benswanger's impact on the Pirates and on baseball as a whole was significant. His innovations in stadium design and his efforts to integrate the sport were ahead of their time, and his legacy continues to be felt in the Pirates organization and in Major League Baseball.
Benswanger sold the Pirates in 1946, ending his 14-year tenure as the team's owner and president. Despite the challenges he faced, his contributions to the team and to the sport of baseball were significant and lasting.
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