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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

Spotlight: September 1997

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 Dave Allen

Using Cartoons in Tech: How to Simplify, Humanize, and Supercharge Your Content

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

Bob Mankoff cartoons

It’s Funny Because it’s True

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

Money cartoons

Anatomy of a Cartoon: The March to Cryptocurrency

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

Dave Carpenter cartoons

Best Seller Spotlight: Dave Carpenter

October 29, 2021 by CartoonStock

Welcome to our Dave Carpenter Best Seller Spotlight, part of our CartoonStock Artist Spotlights series. Dave’s cartoons offer a smart, approachable take on the challenges of modern business life. With a style that balances humor and insight, his cartoons resonate with professionals looking to bring levity to serious topics. In this spotlight, we showcase a…
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“Dining Turtles” Caption Contest Commentary with Lawrence Wood

October 26, 2021 by Lawrence Wood

This drawing by Phil Witte, who together with Rex Hesner writes the “Anatomy of a Cartoon” feature for this website, is set in a restaurant, where two large turtles are seated at a table. The turtle on the right is addressing the waiter. Judging by his companion’s and the waiter’s expressions, the turtle has said…
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Sam Gross Cartoons

Best Seller Spotlight: Sam Gross

October 21, 2021 by Bob Mankoff

Welcome to our Sam Gross Artist Spotlight, part of our CartoonStock Artist Spotlights series. Sam Gross is known for his fearless humor and distinctive cartooning style, delivering punchlines that are often as surprising as they are sharp. His work covers everything from darkly absurd jokes to clever social commentary, making him one of the most…
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Halloween cartoons

Anatomy of a Cartoon: Halloween

October 20, 2021 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 Halloween cartoons. The evening of October 31st will be a welcome respite from the mask wars; it’s Halloween, so everyone will be wearing a mask! In a strange…
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Joe Dator’s New Book INKED: Cartoons, Confessions, Rejected Ideas And Secret Sketches.

October 19, 2021 by Bob Mankoff

Hi All, A few months ago, I received an advance copy of Joe Dator’s new book, INKED: Cartoons, Confessions, Rejected Ideas And Secret Sketches. I’ve known Joe since he was a young man at loose ends in the early ’90s looking to get his act together, but not sure what that act was. By the…
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Harry Bliss cartoons

Best Seller Spotlight: Harry Bliss Dog Cartoons

October 15, 2021 by CartoonStock

Welcome to our Harry Bliss Artist Spotlight, part of our CartoonStock Artist Spotlights series. Do you love dogs? Internationally syndicated cartoonist and New Yorker cover artist Harry Bliss sure does. Harry often features his beloved dog Penny on Instagram and in his cartoons. His understanding of the deep human-canine bond is on display in this…
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