Leo Bosschart was born in Sumatra, part of the former Dutch East Indies, where his father, a lieutenant-colonel in the Dutch army, was stationed. Bosschart was sent to school in the Netherlands, and later studied at the Delft University of Technology. He joined the club Quick from Den Haag in 1905, where he played for years on the lower teams. In 1909 Bosschart earned a permanent place in the first team, and just three months later became an international. He earned 19 caps from 1909-20, including four as captain and scored one goal. Bosschart was considered as one of the first true all-rounders, and he played at five different positions for the Dutch national team. It is claimed that he was not considered for further national matches, because he was the head of a team mutiny caused by the poor accommodations in Antwerpen. Bosschart was an engineer and a shipyard director, first at Conrad (Haarlem) and later at John Cockerill in Hoboken near Antwerpen.