Lipman started in amateur theatre productions in Chicago before making her professional stage début at Niblo's Garden in New York City on November 30, 1885, as Nettie in the Kiralfy Brothers spectacular, The Rat Catcher (an adaptation of The Pied Piper of Hamelin).
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He played Hans Nix to Clara Lipman's Estelle Cookoo in the 1897 Morton-Kerker musical comedy, The Telephone Girl.