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

Timing in single-panel cartoons

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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

A Dog’s Life

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

recruiter cartoons

Anatomy of a Cartoon: Now Hiring

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

Joe Dator cartoons

Anatomy of a Cartoon: Life in an Office Cubicle

December 9, 2019 by Phil Witte and Rex Hesner

Cartoon critics Phil Witte and Rex Hesner look behind gags to debate what makes a cartoon tick. This week our intrepid critics take a look at cubicle life. The prized corner office is going the way of the dinosaur in today’s modular floor plan. Acres of contiguous cubicles create an anonymous labyrinth. To many, the…
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“Fish Line-up” Caption Contest Commentary with Lawrence Wood

December 4, 2019 by Lawrence Wood

P.C. Vey’s cartoon is set in a police station, where a fisherman is looking at a line-up of five fish who are wearing numbers for identification. A plainclothes detective is looking at the fish and speaking, though it’s not clear whether she’s addressing the fish, the fisherman, or the armed and uniformed officer standing behind…
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Dec 5th, Swann Gallery: Panel Discussion and Auction Preview

December 2, 2019 by CartoonStock

Still Reading It for the Cartoons: Changing Production Methods & Public Perception in Illustration Thursday, December 5 6:00 to 8:00 PM At Swann Auction Galleries: 104 East 25th Street, Fl. 5, New York, NY 10010 Hear from cartoonists Emily Flake and Benjamin Schwartz, both regular contributors to The New Yorker, alongside Swann Galleries specialist Christine…
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Bob Mankoff and Roz Chast

Dec 4th: Bob Mankoff and Roz Chast Talk Jewish Humor

December 1, 2019 by CartoonStock

Dec 4th, 7:30 pm Buttenwieser Hall, 92nd Street Y, NYC Come prepared to laugh your head off and then right back on as former New Yorker cartoon editor Bob Mankoff and the iconic Roz Chast Jewsplain how The People of The Book became The People of The Joke in honor of the new Have I…
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teacher cartoons

Cartoons for Teachers: Reach Your Students with Humor

November 29, 2019 by CartoonStock

It feels we are gradually returning to business as usual; more people are back in the office, and most students are back in the hallways. Classroom teaching is back! But keeping students’ attention and helping them retain information may be harder than ever. During the lockdown, students had few outlets and were more glued to…
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law cartoons

Cartoons for Lawyers: Market Your Practice with Humor

November 29, 2019 by CartoonStock

If you’re a practicing lawyer, chances are you’ve made many presentations, whether to a jury, a client, or a board of directors. You’ve probably sat through mandatory continuing education programs, wondering why the presentation isn’t more engaging. A PowerPoint consisting of nothing but charts and text can be painfully dull; soon the audience checks out….
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