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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

A cartoon showing a person emerging from a pot of ink, next to him are blank sheets of paper

The Evolution of Cartoon Art: From Hand-Drawn to Digital Cartoons

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 Joe Dator

Best Tech Cartoons and How to Use Them

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

ZoooomToooons!

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

Anatomy of a Cartoon: The Vegetarian Option

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 Jerry King

Using Cartoons for Tech Startups: A Creative Way to Stand Out

August 19, 2025 by CartoonStock

In a world where startups are competing for attention—and often pitching complex, abstract ideas—cartoons offer a refreshing edge. They’re human, clever, and surprisingly effective at simplifying big ideas. This article explores how tech startups use cartoons in real-world ways to explain, differentiate, and connect. Read the full guide: Using Cartoons in Tech: How to Simplify,…
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Cartoon by Aaron Bacall

How Tech Companies Can Use Cartoons Without Legal Issues

August 14, 2025 by CartoonStock

Tech companies are constantly looking for ways to stand out, whether in a pitch deck, a blog post, or a social media campaign. Cartoons are a powerful way to add personality and humor to technical content, but many teams don’t realize that using them comes with legal responsibilities. In this article, we’ll break down what…
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Cartoon by Ron McGeary

How to Add Humor to Tech Presentations Using Cartoons

August 11, 2025 by CartoonStock

Most technical presentations are long on information and short on attention spans. Between jargon-heavy slides, dense data, and nervous delivery, even the best content can fall flat if your audience tunes out. That’s why more professionals are using cartoons in tech presentations—not just for laughs, but to connect, simplify, and refocus attention. This article explores…
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Cartoon by Joe Dator

Best Tech Cartoons and How to Use Them

August 7, 2025 by CartoonStock

Some cartoons make you laugh. The best tech cartoons do that and make a point your audience immediately understands. In a world full of dry diagrams and wall-to-wall jargon, cartoons stand out, especially when they’re used thoughtfully. In this article, we’re showcasing some of CartoonStock’s most popular tech cartoons, with ideas for how and where…
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Cartoon by Dave Allen

How Cartoons Can Make Tech Content More Engaging

August 5, 2025 by CartoonStock

Tech content isn’t exactly known for being light reading. Whether it’s an explainer on cloud architecture, a product update for developers, or a cybersecurity how-to, even the most brilliant insights can get buried in complexity or jargon. That’s why more teams are exploring ways to make tech content engaging with cartoons—strategically placed visuals that break…
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Cartoon by Andrew Toos

Using Cartoons to Support Diversity, Inclusion & Belonging

July 31, 2025 by CartoonStock

Creating meaningful diversity, equity, inclusion, and belonging (DEIB) initiatives can feel overwhelming. Where do you start? How do you make training stick? How do you address sensitive topics without putting people on the defensive? The answer might surprise you: using cartoons to support diversity and inclusion. This innovative approach is transforming how organizations tackle complex…
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