In 1921, he traveled on an expedition to Panama with Ludlow Griscom that brought back about 500 species of birds.
[10] Returning from his overseas trip to Europe, Crosby took over management of Grasmere, the family farm.
His mother Fanny had operated Grasmere for 15 years after purchasing it from Margaret Livingston Lee.
Later that year, he entered federal military service with an assignment to the New York State Arsenal.
[7] Crosby developed a close friendship with Franklin Roosevelt during their days in Hyde Park, New York;[13] They were neighbors who shared a common interest in ornithology.
[14][15] The Hudson River Valley and Dutchess County Manuscript Collection at the Franklin D. Roosevelt Presidential Library and Museum house many of Crosby's writings.
[16] The ornithology collection at the Smithsonian Institution in Washington, D.C. contains a black and white photograph of Crosby.
[18] Crosby married Elizabeth Coolidge on June 11, 1908, during his senior year at Harvard.