Clifton R. Wooldridge
(25th February 1854 - 14th August 1933)
He started out as a shipping clerk, working various jobs for the railroad, gold prospector, land surveyor, and newspaper publisher, until he finally became a police detective. Wooldridge joined the Chicago police department in 1888, where he proved that he could not be bought, bribed, or intimidated. A master of disguises, he would often change his appearance in order to play the part of a mark or sucker, in hopes of catching his criminal quarry. Sometimes referred to as the 'Chicago Sherlock Holmes' he made almost 20,000 arrests.