Christopher did his printing internship at the Danville Intelligencer. That job entailed sorting & arranging the type to be used in the printing, a monotonous job that may have later influenced his invention. At the age of 18, Christopher went with his family to Milwaukee, where he went to work for his brother Charles, publisher of the newspaper The Wisconsin Democrat. From there, he was sent to take charge of the Madison Inquirer, another paper owned by Charles.
"When he was a boy of fourteen he was set to work in a printing office and became the proverbial printers devil. When he had passed his apprenticeship as devil, he went to work for his brother, a prosperous printer. From being a printer, Christopher Sholes naturally developed into an editor and writer, and then just as naturally into a politician. " The Buffalo Morning News, November 13 1922
Sholes played a key role in early Wisconsin politics. He helped organize the "free soil" and republican parties, and served several terms in the Wisconsin state senate. He lead the successful campaign to outlaw the death penalty in the state of Wisconsinn in 1853. During the civil war, Sholes was appointed as the postmaster of of Milwaukee, and later was the port collector and commissioner of public works.