- He was a leading political cartoonist.
- He won three Pulitzer Prizes, and shared a fourth with the Washington Post for coverage of the Watergate scandal.
- In 1943, he joined the Army, which employed his cartooning in its Information and Education Division. After the war, he joined the Washington Post.
- He coined the word "McCarthyism".
- He won a scholarship to the Chicago Art Institute when he was 12. He took night classes in art while attending high school. Painting was a lifelong hobby. He dropped out of Lake Forest College after two years when he got a job with the Chicago Daily News. His editorial cartoons were syndicated almost from the start.
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