Complex sentence: Watkins first played organized baseball with the Derbies, a Reed City team sponsored by a cigar maker, and later played semi-pro baseball while working at a drugstore in Traverse City, Michigan.
Split into simpler sentences: Watkins first played organized baseball with the Derbies, a Reed City team sponsored by a cigar maker. He later played semi-pro baseball while working at a drugstore in Traverse City, Michigan.