Play It Cool is a 1962 British musical film directed by Michael Winner and starring Billy Fury, Michael Anderson Jr., Helen Shapiro, Bobby Vee, Shane Fenton, Danny Williams, Dennis Price, Richard Wattis, Maurice Kaufmann and Anna Palk.

Robert Michael Winner was a British filmmaker, writer, and media personality. He is known for directing numerous action, thriller, and black comedy films in the 1960s, 1970s and 1980s, including several collaborations with actors Oliver Reed and Charles Bronson.