John Leedy began his career in the agricultural sector, transitioning from farm work to managing his own farm in Illinois. He later became a successful horse breeder in Kansas. Leedy's political career started with his involvement in the Populist Party and the Democratic Party, culminating in his election to the Kansas State Senate and subsequently as Governor of Kansas. During his governorship, he established a state schoolbook commission and a state printing plant, and organized state regiments for the Spanish–American War. Leedy later moved to Canada, where he advocated for reforms in the banking system and authored works on the subject. He ran for various political offices in Alberta but was not elected.

John Leedy's political identity is marked by an unusual blend of regional populism and progressive governance. His advocacy for small rural banks and direct legislation in both Kansas and Alberta demonstrates a consistent focus on empowering local communities. Leedy's unexpected support for organized military regiments during his governorship contrasts with his later anti-corporate rhetoric, revealing a complex approach to state power and regional interests.