My Fair Ad-Man

The great Mad magazine ran an amusing musical parody piece in 1960 or thereabouts, right when Don Draper and his Sterling Cooper colleagues were establishing a beachhead. 

Based on Lerner and Leowe’s My Fair Lady, “My Fair Adman” was a dryly cynical comment about Madison Avenue values in which Cary Grant was more or less Henry Higgins, Charles Laughton played a version of Colonel Pickering and Frank Sinatra was Eliza Doolittle (i.e., “Irving Mallion,” a Greenwich Village beatnik with a beret and a Van Dyke).