Churchill joined Wickham Corwin's Bismarck automobile dealership in 1925 and the company became Corwin-Churchill Motor Co. A colleague said he "was a hell of a salesman—a smart fellow and real promoter.

[2] Immediately after World War I Churchill took up baseball with the Bismarck semi-pro team and became their star player.

When these proved insufficient to beat Bismarck's great rivals in Jamestown, Churchill recruited Satchel Paige from the Crawfords.

[2] Next season (1934), Churchill spent $5,000 (using personal and city funds, and federal emergency relief labor) improving on the Bismarck ball park.

He built a 3000-seat grandstand, children's bleachers, and a 500-space car park, with a clear view of the game along the outfield fence.