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A collection of more than 300 drawings and sketches. Notable are the 60 sheets of drawings made during his trip to Russia in the company of other western journalists. The major portion of the collection comprises the file of sketches and caricatures of leading personalities in public life and the arts made by Rosenberg from the 1920s to the 1950s, including those of Jane Addams; George Arliss; Max Baer; Theda Bara; Enrico Caruso; Feodor Chaliapin; Ina Claire; Walter Damrosch; Jack Dempsey; Elsie Janis; Beatrice Lillie; Groucho Marx; Mae Murray; Ezio Pinza; William Howard Taft; Peggy Wood; Israel Zangwill; and numerous other entertainers, sportsmen, politicians, and writers

Correspondence, manuscripts of poems, and manuscripts of lectures by Benjamin. The correspondence consists of original letters of Benjamin, typescript and photostatic copies of Benjamin letters in other libraries, and letters to Benjamin from some of his literary contemporaries including Paul Hamilton Hayne, Willis Gaylord Clark, John Lothrop Motley, and Fitz-Greene Halleck. Many of the letters relate to Park Benjamin's lecture tours. There are other family letters and many documents relating to the Benjamin family,and two letterbooks of John Lothrop Motley. Also, a large amount of genealogical material of the Benjamin family, and its related families from the 16th century to the present day. There are also financial records, monographs, clippings, and photographs.