Cobb graduated from the Savage School for Physical Education in 1921, apparently with the intention of becoming a physical education teacher. While she studied at the Savage School, she started working for NYPL as a part-time substitute and then accepted a Grade 1 (entry level) position at the Library upon her graduation. She remained in this entry level position for six years until she earned her library degree from Pratt Institute and was appointed to be head of the Columbia Sub-Branch. In 1928, Cobb became the first head of the Bronx Bookmobile. In 1930 she was promoted to be the First Assistant at the George Bruce Branch, but her career languished for the second time due to the limited promotional opportunities resulting from City budget cuts during the Depression.
Cobb was finally promoted to Branch Librarian at the 125th Street Branch in 1941—she had been acting head since 1938. She transferred to High Bridge in 1943 and then to St. Agnes in 1946. She retired from the latter branch in 1965.
While the typical NYPL librarian changed apartments frequently, Dorothy Cobb lived at 110 Morningside Drive for at least 74 years, 1920-1994.
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