At the age of 22, he was appointed to the Chicago Board of Education. After his term on the board, he declined an offer from Mayor Joseph Medill to be nomination for a second term. While initially an active Republican, like his father, and a campaigner for President Grant, Hesing left the Republican Party and joined the Democratic Party in 1880. After completing his brief stint on the Chicago Board of Education, Hessing became a full time editorial manager of the Illinois Staats-Zeitung, working under both his own father as well as editor-in-chief Hermann Raster.[1]
After his unsuccessful campaign in the regularly-scheduled mayoral election of 1893, Hessing was appointed postmaster of Chicago by President Grover Cleveland in 1893.[2] His appointment had been secured by John Patrick Hopkins. Hopkins was a candidate at the time in the 1893 Chicago mayoral special election, which was held due to the death in office by assassination of Mayor Carter Harrison Sr., who had been the winner of the regularly-scheduled mayoral election held earlier that year. Hopkins pointed to his ability to secure Hessing this appointment as a demonstration of his own sway with the Cleveland administration. In his successful special election campaign, Hopkins touted his connections with Cleveland as something that would benefit the city if he were elected mayor.[3] Hessing left his position as postmaster in the Spring of 1897 to again campaign for the mayoralty.[2]
Hessing died in December 1897 of heart disease.[2]
