 He joined the staff of the "Toronto Star" in 1944, where he worked as a messenger boy.His involvement with paper precedes that, as his father and uncle both worked for the paper.He worked in several departments, eventually working as a wire photo receiver, where he became interested in photography

Lennon worked as freelance photographer for many years, and was one of the first photographers recruited by the "Star" after they decided to hired an in-house photographic staff.