Wyncie King was a noted caricaturist and political cartoonist of the early 20th century. Born in Covington, Georgia in 1884, King got his start in Louisville in 1910 where he worked as the feature cartoonist for the Louisville Herald. King gained national recognition for his work while in Louisville; he would later go on to work for the Philadelphia Public Ledger and as a contributing artist to the Saturday Evening Post. King remembered his time in Louisville fondly, and in his final years donated a portion of his drawings and personal papers to The Filson. Most notable among King’s drawings are eighty-one pen and ink sketches and watercolor caricatures, mostly of Kentuckians and visitors to Louisville. They were created between 1920 and 1921, during King’s final years in the city. “There were people of character and distinction in the community of that era,” King wrote to Filson Curator Dorothy Cullen in May 1958. “I savored the making of each drawing and remember many details of each.” The caricatures provide an unusual glimpse into the “life and likeness” of these historical figures that is hard to glean from books, documents, or even formal portraits. The development of King’s artistic style is documented by these caricatures drawn early in his career.