Einstein first worked as a newspaper reporter, but then moved into advertising for Boston's Hearst Newspapers. In his spare time, he enjoyed performing comedy routines. During 1924–1925, he became popular on radio as "The Bad Boy from a Good Home", doing comedy skits on Boston station WEEI (AM). He also worked in advertising for the Taylor Furniture Company, where he managed their radio department. He subsequently continued in the advertising business at another Boston furniture store, Summerfield's, while performing dialect comedy for friends at parties.