Raymond Hart Massey (August 30, 1896 – July 29, 1983) was a Canadian-born American actor.

Massey was born in Toronto,York County, Ontario, the son of Anna (née Vincent) and Chester Daniel Massey, the wealthy owner of the Massey-Ferguson Tractor Company Massey's family could trace their ancestry back to the American Revolutionary War. He attended secondary school briefly at Upper Canada College, before transferring to Appleby College in Oakville, Ontario, and graduated from university at University of Toronto where both he and his brother were active members in the Kappa Alpha Society, and Balliol College, Oxford.

At the outbreak of World War I, he joined the Canadian Army, serving with the artillery on the Western Front. He returned to Canada suffering shell-shock and was engaged as an army instructor for American officers at Yale. In 1918, he was sent to serve at Siberia, where he made his first stage appearance, entertaining American troops on occupation duty. Severely wounded in action in France, he was sent home, where he eventually worked in the family business, selling farm implements.