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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

Cartoon by Barbara Shermund, two women talking and one says: “I don’t think he’s abnormal—he’s just versatile.”

From The Archives

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

View all Posts

Have Something Specific in Mind?

Cartoon by Ron McGeary

How to Add Humor to Tech Presentations Using Cartoons

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

What is a Dry Sense of Humor?

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

Anatomy of a Cartoon: Art Collecting

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

Anatomy of a Cartoon: Swimsuit Edition

August 15, 2022 by Phil Witte and Rex Hesner

Cartoon critics Phil Witte and Rex Hesner look behind the gags to debate what makes a cartoon tick. This week our intrepid critics take a look at Swimsuits. Hot, hotter, hottest. No, we’re not talking about the record-breaking heat this summer. We’re referring to the latest options in swimwear. Truth be told, we’re not talking…
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Guest Post by Bob Eckstein: Artist Spotlight

August 15, 2022 by Bob Mankoff

Today we bring you an extra special guest post by my good friend, the talented New Yorker cartoonist Bob Eckstein. We believe Bob is the only cartoonist to be published in MAD magazine, The New Yorker, Playboy, National Lampoon AND SPY magazine. And for the record, many of those titles are not running anymore. Bob is the Cartoon Editor for Princeton Architectural Press’s…
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“Wicker Man” Caption Contest Commentary with Lawrence Wood

August 2, 2022 by Lawrence Wood

Our second $1,000 contest was not easy. I came up with just one caption—“Jewish firms have a Golem”—but we received a bunch of strong entries from you. This month’s judges included our regulars—Bob Mankoff, Trevor Hoey, Joel Mishon, and I—plus Ellis Rosen, who drew the cartoon.  We rated the submissions independently without knowing the entrants’…
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Stay Tooned Issue #6

July 20, 2022 by CartoonStock

Welcome to the latest issue of STAY TOONED, where you’ll find everything you ever wanted to know about cartoons. Each month, we bring you updates and features on the world of cartooning, including cartoonist profiles and interviews, book excerpts, special cartoon features, cartoon games such as the Caption Contest, products, and so much more.

Anatomy of a Cartoon: Television

July 18, 2022 by Phil Witte and Rex Hesner

Cartoon critics Phil Witte and Rex Hesner look behind the gags to debate what makes a cartoon tick. This week our intrepid critics take a look at Television. The news is coming thick and fast these days: congressional hearings, court decisions, armed conflicts. We get updates on our phone apps, but lots of content still…
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marketing cartoons

Want An Easy Way To Write Jokes?

July 18, 2022 by CartoonStock

  BUY THIS CARTOON   Easy, but that doesn’t always mean quick! Before you start drawing cartoons or thinking up captions for competitions, the first skill you want to develop is an easy method of stimulating your own imagination to come up with lots of different thoughts and ideas that you can build upon. If you have…
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