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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 time capsule from 1994 being unearthed to reveal the contents are still being used today

Cartoon Trends: What’s Changed in the Last 30 Years

Learn More About The History of Cartoons

Psychology Behind the Humor

Cartoon by Bob and Tom Thaves. A thermometer comments that a clock is always saying that timing is everything

Timing in single-panel cartoons

View all Posts

Have Something Specific in Mind?

insurance cartoons

Cartoons for Insurance Agents: Reach New Clients with Humor

Find Cartoons for Your Industry


Special Features



Bob’s Cartoon Lounge

How to use cartoons

What are Cartoons For?

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

beach cartoons

Anatomy of a Cartoon: By the Sea

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 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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Cartoon by Kate Taylor

Cartoons for Employee Resource Groups

July 29, 2025 by CartoonStock

Whether you’re celebrating Pride Month, raising awareness for Neurodiversity Week, or organizing a mentoring event, cartoons for employee resource groups can add clarity, warmth, and energy to your message. In an environment where ERG leaders often rely on internal newsletters, email, or Slack posts to engage their communities, visuals that stand out—and make people smile—can…
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“Less than Super Man” Caption Contest Commentary with Lawrence Wood

July 28, 2025 by Lawrence Wood

Last month’s contest featured a cartoon by Ken Levine, who joined our judging panel. Ken is not only a New Yorker cartoonist; he’s an Emmy-winning screenwriter who’s worked on some of the greatest television comedies of all time, including M*A*S*H, Cheers, and Frasier.  In Ken’s drawing, a woman is standing in the doorway of what…
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