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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 John Carter

Cartoons in Tech Marketing: What Works and What Doesn’t

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

Facebook Live with Pablo Suarez: How Cartoon Humor Can Help Organizations Improve Communication

View All of Bob Mankoff's Hilarious Insights

Caption Contest Commentary

“St. Peter and The Leaf Blower” Caption Contest Commentary with Lawrence Wood

View Previous Competitions

Anatomy of a Cartoon

Danny Shanahan cartoons

Anatomy of a Cartoon: Valentine’s Day

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

Cartoon by Fran. Employees mishear the initial statement, with the interpretations becoming more ludicrous the further down the table

Using CartoonStock for Business & Marketing

June 10, 2025 by CartoonStock

Using CartoonStock for Business & Marketing: A Complete Guide Your marketing emails sit unopened. Presentations put audiences to sleep. Company newsletters get ignored. These aren’t content problems—they’re engagement problems. Using CartoonStock for Business & Marketing solves these challenges by cutting through information overload with professionally crafted visuals that capture attention and drive results.   Why…
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Cartoon by Andrew Toos. A man has decorated everything he owns with the same clashing pattern as he believes in consistent branding

How to Choose the Perfect Cartoon for Your Brand or Marketing Campaign

June 6, 2025 by CartoonStock

Cartoons aren’t just entertainment—they’re powerful marketing tools. Knowing how to choose the perfect cartoon for your brand or marketing campaign can transform your communication strategy. When chosen correctly, cartoons make complex ideas digestible, add personality to dry content, and create memorable brand experiences that resonate with audiences. However, selecting the wrong cartoon can damage your…
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Cartoon by Barbara Shermund, two women talking and one says: “I don’t think he’s abnormal—he’s just versatile.”

From The Archives

June 5, 2025 by CartoonStock

Exploring Archival Cartoons The golden age of magazine cartooning produced a wealth of artistic treasures that captured the spirit, humor, and social commentary of their times. Talented illustrators filled the pages of popular publications with single-panel cartoons that reflected everything from changing social norms to the absurdities of daily life. These works offer us a…
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Cartoon by Gahan Wilson. A man is standing beside an overly complex graph and says “I’ll pause for a moment so you can let this information sink in.”

The Most Popular Cartoons for Corporate Presentations & Reports

June 3, 2025 by CartoonStock

Why Cartoons Work So Well in Presentations A good business presentation informs. A great one connects.Cartoons help you do both. They clarify complex topics, lighten serious moments, and make your message stick. And when chosen well, a single cartoon can communicate what a dozen slides can’t. Below, we’re showcasing five of our most popular business…
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“Car in Sinkhole” Caption Contest Commentary with Lawrence Wood

June 1, 2025 by Lawrence Wood

Bob Mankoff is back. Three weeks ago he delivered the Alumni Keynote address at his alma mater, Syracuse University (where my father taught for nearly forty years), and last Friday he rejoined our caption contest judging panel to help select the winner and finalists in this month’s competition. The contest featured a drawing by Todd…
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Cartoon by Andrew Toos. A company board meeting, with the caption "What if, and I know this sounds kooky, we decided to communicate with the employees."

Cartoons in Company Newsletters

May 30, 2025 by CartoonStock

Using CartoonStock Cartoons in Company Newsletters Part of our Using CartoonStock for business & marketing guide A Better Newsletter Starts with a Better Opening Line (Or Picture) Let’s be honest: most company newsletters don’t exactly inspire joy. They’re useful. Informative. Occasionally skimmed. But when was the last time one actually made someone smile? That’s where…
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