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Welcome to the CartoonStock Blog

Here you’ll find insights from Bob Mankoff, former New Yorker Cartoon Editor, educational resources to help you use humor, our very own Cartoon Caption Contest, and plenty of cartoons. Sign up for cartoons & offers straight to your inbox and never miss a laugh!


Expert Guides & Insights

Cartoon History

marketing cartoons

Want An Easy Way To Write Jokes?

Learn More About The History of Cartoons

Psychology Behind the Humor

Cartoon by Will Dawbarn. A man posting a letter with "delicately crafted satire please handle with care" written

Psychology of Satire

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Have Something Specific in Mind?

Cartoon by Dave Allen

How Cartoons Can Make Tech Content More Engaging

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

Watch Bob Mankoff’s Facebook Live: How About Never? My Life in Cartoons

View All of Bob Mankoff's Hilarious Insights

Caption Contest Commentary

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

View Previous Competitions

Anatomy of a Cartoon

literary cartoons

Anatomy of a Cartoon: Literary Classics

More From Phil Witte and Rex Hesner


Caption Contest

CartoonStock Caption Contest

The New Cash-Prize Caption Contest.

So you think you're funny? We do, too!! Each month we're offering a cash prize of $1,000, $500 to first place and 5 runners-up prizes of $100 each. What's the catch, you ask? Well, you have to pay $5 to play. But with a chance at up to 500 smackeroos, it's well worth it!


ENTER NOW

View previous winners

Recent Posts

“Injured Egg” Caption Contest Commentary with Lawrence Wood

July 1, 2024 by Lawrence Wood

This month’s contest featured a cartoon by the legendary Mick Stevens, whose work has appeared regularly in The New Yorker since 1979. It’s also featured on the cover of my book, which I’m hoping you’ll buy: In Stevens’ cartoon, two anthropomorphic and identically dressed eggs are standing in front of a high brick wall. One…
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“Clown Wrestler” Caption Contest Commentary with Lawrence Wood

June 3, 2024 by Lawrence Wood

This month we were joined by New Yorker cartoonist Rich Sparks, whose band, The Last Afternoons, just released their latest album, “Deadfall.” You should buy it, along with Sparks’s cartoon collection, “Love and Other Weird Things,” which Roz Chast blurbed even though she says she is “trying to get out of the blurb game.” Sparks’s…
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“Fairytale Ending” Caption Contest Commentary with Lawrence Wood

May 6, 2024 by Lawrence Wood

This month’s contest featured a drawing by New Yorker cartoonist Glen Le Lievre. It’s set in a dingy apartment, where a princess who’s wearing a hennin—a headdress in the shape of a cone—is sitting on a couch next to a fat unicorn who’s smoking. They’re watching TV. The end table next to the unicorn, and…
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“Dracula and the Tailor” Caption Contest Commentary with Lawrence Wood

April 8, 2024 by Lawrence Wood

This month’s contest features a drawing by New Yorker cartoonist Seth Fleishman. It’s set in a tailor’s fitting room, where Dracula is wearing a long black cloak with a blood-red fringe around the collar and looking at himself in a triple dressing mirror. He cannot, of course, see his reflection. Dracula has his back to…
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Transforming Executive Coaching with Humor and Insight

March 22, 2024 by Bob Mankoff

Ready or not, the news is always happening. Good or bad, these popular news cartoons will generate some grins in your next newsletter, social, or email campaign.

“Chess Trial” Caption Contest Commentary with Lawrence Wood

March 11, 2024 by Lawrence Wood

This month’s contest featured a drawing by New Yorker cartoonist Bob Eckstein, whose most recent book just came out. It’s called “Footnotes from the Most Fascinating Museums—Stories and Memorable Moments from People Who Love Museums.” It includes many beautiful drawings of museums or pieces from the museums’ permanent collections, and stories from people like Bill…
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