The Producer Behind Ali Wong and Jim Gaffigan Reveals How to Make Money By Making People Laugh Brian Volk-Weiss built one of the world's largest comedy production and distribution companies taking risks on comedians before they were household names.

By Dan Bova

Comedy Dynamics

Ah, comedy. What one person thinks is cutting edge, another person thinks is offensive. What one person thinks is stupid, another person thinks is brilliant.

Have you ever heard the saying, "Dying is easy, comedy is hard'? It's typically attributed to English actor Edmund Kean, who supposedly said it on his deathbed. But whether he really said it mid-croak, it is true.

Related: 9 of the Funniest and Most Shocking AI Fails

It takes a certain kind of fearlessness to stand up in front of people and say, "I'm going to make you laugh" and it takes even more guts to say, "I'm going to put up my own money producing a special that I think will make people laugh."

That's what this week's How Success Happens guest Brian Volk-Weiss did and continues to do as the CEO of Comedy Dynamics, which is the largest independent comedy production and distribution company in the known universe.

Related: 9 Hilarious and Inspiring Quotes From Talk-Show Extraordinaire David Letterman

Volk-Weiss's company has produced and distributed specials with Kevin Hart, Ali Wong, Tiffany Haddish and most recently, Jim Gaffigan. He also launched the Netflix docuseries The Toys that Made Us, which had all of us digging through our parent's attic hoping to find a mint condition Millennium Falcon still in its original box.

In our conversation, Volk-Weiss talks about believing in your own insane dreams, chasing your ideas, and yep, how sometimes you have to take a not-so-glamorous gig to keep the lights on.

Hope you enjoy!

Dan Bova

Entrepreneur Staff

VP of Special Projects

Dan Bova is the VP of Special Projects at Entrepreneur.com. He previously worked at Jimmy Kimmel Live, Maxim, and Spy magazine. His latest books for kids include This Day in History, Car and Driver's Trivia ZoneRoad & Track Crew's Big & Fast Cars, The Big Little Book of Awesome Stuff, and Wendell the Werewolf

Read his humor column This Should Be Fun if you want to feel better about yourself.

Want to be an Entrepreneur Leadership Network contributor? Apply now to join.

Business Ideas

63 Small Business Ideas to Start in 2024

We put together a list of the best, most profitable small business ideas for entrepreneurs to pursue in 2024.

Devices

The Last Pen You'll Ever Have to Buy — Never Run Out of Ink Again With the ForeverPen

The world's smallest inkless pen is durable, portable, and built to last.

Devices

Save 45% on an iPad Air With This Holiday Sale

You got gifts for everyone else—now it's time to treat yourself.

Leadership

The End of Bureaucracy — How Leadership Must Evolve in the Age of Artificial Intelligence

What if bureaucracy, the very system designed to maintain order, is now the greatest obstacle to progress?

Business News

A New Hampshire City Was Named the Hottest Housing Market in the U.S. This Year. Here's the Top 10 for 2024.

Zillow released its annual lists featuring the top housing markets, small towns, coastal cities, and geographic regions. Here's a look at the top real estate markets and towns in 2024.

Business News

A Government Shutdown Could Cost the U.S. Economy $6 Billion a Week, According to EY's Chief Economist

Experts from EY tell Entrepreneur that a government shutdown could leave "a visible mark" on the economy.