Prior to her involvement in the film industry, Lovett was a Broadway actress appearing in various plays from 1899 to 1915. One popular play was 1901's "Tom Moore" starring Andrew Mack. Josephine was one of the most prominent female writers of her time. She was known for her ability to capture female audiences while simultaneously appeasing censors. By doing so, she along with the other female screenwriters of her generation, helped elaborate the modernization of American mentality from Victorianism to the flapper. Her screenplays and scenarios consisted of sexually suggestive material, just skirting censors. She is best known for her 1930 Academy Award-nominated film "Our Dancing Daughters", produced by the Metro-Goldwyn-Mayer Company and novelized by Winifred Van Duzer. The 1928 drama was famous actress Joan Crawford's breakthrough role, where she played Diana Medford, also known as “Dangerous Diana”, a young rebellious woman representing Lovett's typical risqué content and visuals. The film's plot surrounds the flamboyant and wild lifestyle of best friends Diana and Ann, who are in love with the same man. Critics and reviews mentioned the viewing of exposed “undies and much stocking”, and complained that “cocktails, flasks and mad dancing appear in quite a number of episodes [and] it is quite unnecessary to depict an intoxicated girl, as is done for a considerable length of this film”. Despite these notions, the film earned Lovett a nomination in writing achievement at the Academy Awards in 1930. The film's success can also be attributed to the producers' attempts at adding sound effects and a music track, an extraordinary feature prior to the “Talkies” in the 1930s.