[7] After graduating, Friedland worked as an architect by day and composed music at night.

[1][9] In 1911, Friedland and lyricist Malvin Franklin wrote the score for the Broadway musical, The Wife Hunters.

Due to its success, Friedland was hired by the Shubert family to compose music for their Winter Garden productions, including The Passing Show.

[1] In 1912, he wrote the music for the Shubert hit, Broadway to Paris,[2] which featured Gertrude Hoffmann, Louise Dresser, and Irène Bordoni.

These toured motion picture houses that showed one film feature and one live vaudeville.

[3] In November 1919, Friedland returned to the publishing staff of Stern & Company, and was considered "one of the foremost writers of that organization.

"[10] Besides Gilbert, Friedland also collaborated with Harold R. Atteridge,[12] and Edgar Allan Woolf.

At the time it was considered the most costly production in theatrical history, and included bizarre costumes, scenic effects, and thoughtful lyrics.

[2] Friedland performed many of his songs at this club, which was located on West 44th Street, between Sixth and Seventh Avenues in New York.

Friedland became protective of the three women and gave them advice on how to navigate Broadway and Tin Pan Alley.