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Caption Contest Commentary

“No Rest for the Wicked” Caption Contest Commentary with Lawrence Wood

March 9, 2026 by Lawrence Wood

Last month’s contest featured a drawing by New Yorker cartoonist Sofia Warren, who unfortunately couldn’t join our judging panel but did review all the entries and send us her top ten. Sofia’s drawing is set in a bedroom, where a woman is in bed and on her smart phone. Under her bed is a monster,…
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“Bigfoot and Reporters” Caption Contest Commentary with Lawrence Wood

February 9, 2026 by Lawrence Wood

Cartoonist Bill Whitehead helped judge last month’s contest, which featured his drawing of a creature who looks like Bigfoot talking to a group of reporters, one of whom has a camera, in the woods. The creature’s nose is unusually large and he looks weary, as though he’s tired of the reporters’ questions. Bill’s original caption…
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“Desert Crawler” Caption Contest Commentary with Lawrence Wood

January 12, 2026 by Lawrence Wood

Last month’s contest featured a drawing by New Yorker cartoonist P.C. Vey. He didn’t join us for the judging video—he claims to be camera-shy—but he did send us his top ten entries.  Vey’s drawing, set in the middle of an arid wasteland, is just the latest variation on the “man crawling through the desert” trope….
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“Gun-Toting Family” Caption Contest Commentary with Lawrence Wood

December 15, 2025 by Lawrence Wood

Because of this past weekend’s horrific mass shootings at Brown University in Rhode Island and at the Hanukkah celebration in Sydney, Australia, we came very close to pulling the following commentary on our 200th caption contest, which featured a drawing by New Yorker cartoonist Liam Francis Walsh. It’s set in a living room, where a…
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“Demonic Dog” Caption Contest Commentary with Lawrence Wood

November 17, 2025 by Lawrence Wood

New Yorker cartoonist Kate Isenberg helped us judge last month’s contest, which featured her drawing. Coincidentally, another one of Kate’s drawings (which is set in a classroom where a canine teacher is holding a globe that’s a tennis ball and saying something to the students) was featured in last week’s New Yorker Cartoon Caption Contest. …
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“So Many Halos” Caption Contest Commentary with Lawrence Wood

October 20, 2025 by Lawrence Wood

Last month’s contest featured a cartoon by Nate Fakes, who joined our judging panel. His drawing is set in heaven, where two angels are looking at another angel who’s carrying more than his fair share of halos and wearing a backpack that’s overflowing with them. One of the onlooker angels is addressing the other. Nate…
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