
Buttons was working at the Irvington Hotel in South Fallsburg, New York, when the Master of Ceremonies became incapacitated, and Buttons asked for the chance to replace him. Later that same summer, Buttons worked on the Borscht Belt his straight man was Robert Alda. The combination of his red hair and the large, shiny buttons on the bellhop uniforms inspired orchestra leader Charles "Dinty" Moore to call him "Red Buttons," the name under which he would later perform.

At sixteen years old, Chwatt got a job as an entertaining bellhop at Ryan's Tavern in City Island, the Bronx, New York City. Red Buttons was born Aaron Chwatt on February 5, 1919, in Manhattan, New York City, to Jewish immigrants Sophie (née Baker) and Michael Chwatt.
