This summer, Loop lawyer Larry Wood, 53, scored a record sixth win in the wildly competitive New Yorker cartoon caption contest—besting the runner-up by two victories. Here’s how.
1Embrace the weirdness.
“The more bizarre the cartoon is—a dolphin panhandler, cows having tea in a living room—the better the framework you’ll have to make sense of its story. A good caption doesn’t just describe the scene; it adds to it.” (Wood’s solution to that panhandling dolphin: “If he’s so damn intelligent, let him get a job.”)
2Keep it brief.
“One of the best captions I ever saw was a single word: ‘Gesundheit’ [for a needle-covered man standing over a woman lying on an acupuncture table]. Be as short and punchy as possible.”
3Avoid exclamation points.
“Shouting a joke has never made something funnier.”
4Don’t bury the punch line.
“The point of a joke is to build up tension and release it. End with the word that provides the twist that brings the whole meaning of the cartoon together.” (To wit: A woman in a nest says, “It’s only fair. He has a man cave.”)
Check out Wood’s winning captions below (reprinted with permission from the New Yorker).