He was elected Vice President on the ticket with
James Monroe in 1816, and was reelected in 1820, serving from
March 4, 1817 to
March 4, 1825. Attempting to unseat the incumbent
DeWitt Clinton, he ran in April 1820, as a sitting vice president, for Governor of New York and lost - Clinton received 47447 votes, Tompkins 45900. He was a delegate to the
New York State Constitutional Convention in 1821, serving as its president.
While as governor of New York, Tompkins personally borrowed money and used his own property as collateral when the New York state legislature would not approve the necessary funds for the
War of 1812. After the war, neither the state nor the federal government reimbursed him so he could repay his loans. Years of litigation did not end until 1824, and it took a toll on his health. Tompkins fell into alcoholism, and as vice president he at times presided over the Senate while drunk. He died in Tompkinsville, three months after retiring as Vice President, and was interred in the Minthorne vault in St. Mark's Churchyard, New York City. Tompkins had the shortest post-vice presidency of any person who survived the office: 99 days (
March 4, 1825–June 11, 1825).