 Bloom's stage career peaked in the 1890s.Throughout the decade, he continued to portray tramps in various stage productions by Charles Hale Hoyt including "A Black Sheep", "On the Bowery", "A Milk White Flag", "A Day and a Night" and "A Society Tramp".After leaving Hoyt in 1892, Bloom and his wife (whom he married in 1892), known as "Miss Jane Cooper", toured the vaudeville circuit with their comedy act "A Picture of Life".