This chapter traces the life and career of Gary Lewis, son of famed comedian Jerry Lewis. Born into a show business family, Gary endured a difficult childhood marked by his father’s emotional volatility and physical abuse. With support from his mother, Patti Palmer, Gary built a music career on his own merits, leading Gary Lewis & the Playboys to major 1960s success with a string of Top 10 hits. Despite critical and commercial acclaim, Gary’s relationship with Jerry remained troubled, marked by public betrayal and private pain. The chapter also dispels myths about Gary’s military service, highlighting Jerry’s fabrication of Vietnam stories, and shows Gary’s enduring kindness, notably in aiding his half-sister’s search for identity. Ultimately, the chapter presents Gary Lewis as a resilient individual who overcame family trauma to succeed as both a musician and a humanitarian.