He served as Kokomo's city attorney from 1871 to 1884. Kern was elected to the
Indiana Senate in 1893, serving for four years, serving at the same time as assistant
U.S. Attorney for Indiana. In that body, he established a reputation as a "pro-union progressive defender of the poor." He helped pass legislation to protect employees who attempted to form a union, an employer liability law, and a child labor law. In 1895 he went to
Europe to rest from his health problems. When in
London, he met
Alton B. Parker, with whom he established a lasting friendship. In 1896, he initially was not a fan of the idea of free silver, but when the Democrats adopted it in their 1896 party platform, he stuck with the platform. He also met the Democratic nominee for president that year,
William Jennings Bryan, and they became close friends as well. From 1897 to 1901 he was city solicitor of
Indianapolis. He was the unsuccessful Democratic candidate for
Governor of Indiana in
1900 and
1904. In 1904, he was asked to run by Parker, who by that time was on his way to becoming the Democratic nominee for president that year, to run for governor to try and boost the party in Indiana. However, it did not work, with both Parker and Kern losing the state in a landslide. After these defeats, he returned to his law practice, traveled to Europe, and spent six months at a sanatorium in
Asheville, North Carolina, for reasons of health. In
the 1908 election, he was the Democratic candidate for
Vice President, the running mate to Bryan on his third try to the presidency. His friendship with Bryan, as well as the fact that he was from the electorally important region of the
Midwest, helped secure his place on the ticket, even over his objection.
Thomas R. Marshall was the one who nominated Kern for the second spot on the ticket. In the end, the Bryan/Kern ticket was defeated by
William Howard Taft. Kern then sought election to the
United States Senate from Indiana (the legislature then being Democratic-controlled), but was outmaneuvered by fellow Democrat
Benjamin F. Shively. ==United States Senate==