Held began working in the garment industry, then found work as a singer in Jewish theatres in Paris and, later, after her father's death, London, where her roles included the title role in a production by Jacob Adler of Abraham Goldfaden's Shulamith; she was also in Goldfaden's ill-fated Paris troupe, whose cashier stole their money before they ever played publicly.
Diamond Jim Brady once lived in the house known as the South Branch Hotel, which he purchased for his mistress, Edna Maculey in 1903 paying $68,000 for it and altering it to suit his taste, "Going down to Brady's Farm" became the fashionable thing to do and Anna Held, Flo Ziegfeld, Lillian Russell and other famous personalities of the days were frequent guests.
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At the Colonial Theatre in New York in March 1909 Dainton appeared in vaudeville, again performing her mimicry of celebrities, including Harry Lauder, Anna Held, Marie Tempest, Marie Lloyd and Mrs Patrick Campbell.