For the remainder of her career, Boland combined films and, later television productions, with appearances onstage (including starring in the 1935 Cole Porter musical Jubilee), making her last Broadway appearance in 1954 at the age of seventy-two.
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She debuted on Broadway in 1907 in the play The Ranger with Dustin Farnum and had appeared in eleven Broadway productions, notably with John Drew, before making her silent film debut for Triangle Studios in 1915.
Originally written as a humorless grande dame, Schafer worked with the writers to create a character not unlike the scatterbrain roles played in 1930s films by Mary Boland and Billie Burke.
Two for Tonight is a 1935 American musical comedy film directed by Frank Tuttle and starring Bing Crosby, Joan Bennett, and Mary Boland.
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The picture is based on the 1925 Russell Medcraft/Norma Mitchell stage play of the same name that starred Mary Boland, Edna May Oliver and Humphrey Bogart.
Her last film appearance was in the 1934 musical comedy Down to Their Last Yacht opposite Mary Boland, Polly Moran and Ned Sparks.
In 1882, on the death of his half sister Mary Boland (née Donnelly), he became guardian of her seven children, five girls and two boys, Patrick and John Pius Boland (who won two olympic medals in 1896 and became an MP for South Kerry).