Welcome to Jon Sterling's comedy page.

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Who is Jon Sterling?

Jon Sterling is a standup comedian who brings sharp observations and relatable humor to stages across the country. With a style that blends everyday experiences with unexpected twists, Jon has been making audiences laugh with material that's both clever and accessible.Whether performing at comedy clubs, corporate events, or special showcases, Jon delivers a high-energy show that keeps audiences engaged from start to finish. His comedy explores modern life, relationships, technology, and the absurdities we all navigate daily.

What To Expect

High-energy performance.

Jon brings dynamic stage presence and infectious energy to every show. His performances are crafted to keep audiences engaged and laughing throughout, with a mix of prepared material and spontaneous crowd work.

Relatable humor.

Drawing from real-life experiences, Jon's comedy connects with diverse audiences. His material touches on universal themes like family dynamics, workplace situations, dating in the digital age, and the peculiarities of modern society.

Comedy clubs.

Jon regularly headlines at comedy clubs throughout the region, bringing his unique perspective and polished material to dedicated comedy audiences who appreciate smart, well-crafted standup.

Upcoming shows.

Check back regularly for Jon's latest tour dates and show announcements. Shows are added frequently, so subscribe to the mailing list to never miss a performance in your area.

Corporate events.

With experience performing at company parties, conferences, and team-building events, Jon knows how to read a room and deliver appropriate, hilarious content that brings teams together through laughter.

Private shows.

From birthday parties to fundraisers, Jon creates memorable entertainment experiences tailored to your event's specific tone and audience, ensuring everyone has a great time.

Clean options.

Begrudgingly, Jon can adapt his performance style to fit your event's needs, offering both clean corporate-friendly material and edgier club sets depending on the venue and audience.

How does this work?

Jon works with you to understand your event's needs and audience to ensure the perfect performance. Professional, punctual, and easy to work with, Jon handles everything from technical requirements to customizing material for your specific event.

Contact & booking.

Interested in booking Jon Sterling for your event? Get in touch to discuss availability, pricing, and how to make your event unforgettable with professional standup comedy entertainment.
Whether you're planning a large corporate gathering or an intimate private show, Jon brings the same commitment to delivering a memorable, laugh-filled experience.

Daddy's Boobs (The Show).

Fatherhood changes everything...including your body. In this hilarious new hour, Jon Sterling tackles the unglamorous truths about becoming a dad: the weight gain, the sleep deprivation, the complete loss of personal identity, and yes, the unexpected chest situation that comes from too many leftover chicken nuggets and stress eating.
"Daddy's Boobs" is an honest, self-deprecating look at modern parenting through the eyes of a comedian who traded abs for dad bod and never looked back. Jon explores the shock of realizing you can no longer see your feet, the horror of trying on last year's clothes, and the acceptance that comes with discovering elastic waistbands are actually a gift from the universe.
From comparing "before kids" photos to current reality, to the unique challenges of taking your shirt off at the pool, Jon finds the funny in every cringe-worthy moment of physical decline that accompanies raising tiny humans. It's comedy about the body issues nobody warns you about in parenting books, delivered with the perfect mix of embarrassment and pride that only a dad can pull off.
Because if you can't laugh about it, you'll cry into your oversized t-shirt. And those tears aren't helping the situation.

Get in touch.

Let's get this party started.

© Jon Sterling. All rights reserved. All wrongs reversed.

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