Herbert Block (October 13, 1909 - 2001) - For nearly all of his professional life, Herblock was the preeminent policical cartoonist. He won his first Pulitzer in 1942, two more would follow. He started at the age 19 at the Chicago Daily News. From there he joined the Newspaper Enterprise Association for many years, and finally in 1946 he took up a 55 year residency at the Washington Post. He was awarded the Presidential Medal of Freedom in 1994 and each year the Herb Block Foundation honors excellence in editorial and political cartooning with the Herblock Prize.