Wensloff began his career in the Arizona–Texas League before joining the New York Yankees farm system. He played on various minor league teams for the next six seasons and made his debut during the 1943 New York Yankees season. He pitched in 29 games, and after the season ended, he served in the United States Army during World War II. Wensloff rejoined the Yankees in 1947, pitching in 11 regular season games and in the 1947 World Series. After the season ended, he was sent to the Cleveland Indians, and pitched in one game for the team before retiring at the end of the season.\n', '

Wensloff began his professional career in the Arizona–Texas League, pitching for the Class-D, El Paso Texans, a team not affiliated with any major league squad, in 1937. The team included future Major League players Bill Bevens and Milo Candini, and one former Major League player, Jimmy Zinn. Wensloff pitched 34 games that season, going 17–10 with a 4.67 ERA in 233 innings pitched. At the end of the season, he was the third most successful pitcher in the league in terms of wins and pitched in the eighth highest number of innings.\n', '

In 1938, Wensloff spent his first season in the New York Yankees minor league system, playing for the Class-C Joplin Miners of the Western Association. In an exhibition game with the Miners against the St. Louis Browns, Wensloff allowed eight runs and failed to pitch for a full inning as the Miners lost, 12–5. In 28 games for the Miners in 1938, he won and lost 13 games each and finished the season with a 3.48 ERA. Wensloff continued his tenure with the Miners during the 1939 season. By the end of July, he had a win-loss record of 17–2. In his final season at the Class-C level, Wensloff compiled a 26–4 record in 31 games, pitching 249 innings. At the end of the season, Wensloff had the most wins in the league along with Maury Newlin of the Topeka Owls, and was also third in the league in innings pitched.\n', '

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