Get All Access for $5/mo

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.

Editor's Pick

Leadership

7 Telltale Signs of a Weak Leader

Whether a bully or a people pleaser who can't tell hard truths, poor leadership takes many forms.

Franchise

Kick-Start Your Small Business With These Cost Effective Strategies

Starting a small business is an exciting adventure, brimming with both opportunities and challenges. A key to success is effectively managing costs from the outset.

Living

70% of Small Business Owners Experience Monthly Burnout. Follow These 3 Rules to Avoid the Same Fate.

Here are three guidelines to help entrepreneurs achieve balance, growth and success in both their professional and personal endeavors.

Side Hustle

'Hustling Every Day': These Friends Started a Side Hustle With $2,500 Each — It 'Snowballed' to Over $500,000 and Became a Multimillion-Dollar Brand

Paris Emily Nicholson and Saskia Teje Jenkins had a 2020 brainstorm session that led to a lucrative business.

Growing a Business

How to Build, Grow and Make Money With Ecommerce

To grow your online business, you need to develop a strategy and invest your time wisely. These actionable tips can attract customers and increase online revenue.