Try Not To Laugh Comedy Challenge Season #1

Join us Nov. 1st 2025 in Rockingham, N.C. for a night of outrageous laughs and side spitting moments as Try Not To Laugh Comedy Challenge Season #1 jumps off @ Venue 89 Event space. Season #1 of this new comedy series will bring, for 1 night only the extremely funny Jessie McDonald in town all the way from Marianna Arkansas to Headline and shut the show competely down. You do not want to miss his set. So yes it will be a challenge NOT TO LAUGH as all these talented comedians / artist are known to bring it. Lets not sleep on season #1 supporting cast with Host Tre "Crooked T" Pone with featured acts Comedian Jose Mwamba, Ampston Hews, & Major Keys. Make your plans, hire that baby sitter, gather your family, husband, wife, true friends, your gurls, hanging partners etc. then grab those tickets and invest in some funny for a night.

EVENT DETAILS :

A comedy show that's not to be missed with up and coming acts thoughout NC & 1 incredible headliner to bring it home. Jessie McDonald has tour with some of the best comedians in the industry and he will bring his saavy comedy to the city of Rockingham N.C. THIS WILL BE A TREAT NOT TO BE MISSED especially for this area!!!

There will be Speciality Cocktail curated especially for this particular event via Imani Watt of Bella's Mixes in the Blyssful Mood Pop Up Lounge & bar along with FREE Gourmet Bites available. Premium VIP tickets gets you free cocktails ALL NIGHT along with other perks.

Rare wines, beers options etc. will be available FOR SALE as well.

Must be 21 Yrs of age to attend. Free Parking on site.

This will be one heck of an evening so make your plans NOW.

Doors open at 6p.m.

Armed security WILL BE PRESENT & strictly inforced which makes for a safe and care free night as all of our events are.

HEADLINER:

The EXTREMELY Funny Headliner Comedian Jessie McDonald exploded onto the comedy scene over 20 years ago. Born with cerebral palsy, Jessie dealt with diversity when kids in school would try to bully him because he walked differently. Using quick wit, he realized that he could roast those who tried to tear him down. Never shying away from what others see as a hinder, He refused to let his handicap decide his fate. Jessie believes God has given him the tools, passion and the ability to reach to the top! Jessie has quickly become one of the most sought after stand-up comedians and motivational speakers of this generation. His fresh and unique approach to life is in itself amazingly hilarious! Comedian Jessie shows his vulnerability by inviting the audience into his life and intriguing them with extreme funniness. At a Jessie McDonald Event, you will experience an unforgettable evening packed with exciting activities that will keep you entertained throughout the night. Comedian Jessie has built a household name while working with the likes of DeRay Davis, Lavell Crawford, Ali Saadiq, John Witherspoon, Cedric The Entertainer, Sherman Hensley, Kevin Hart, Tommy Davidson, Micheal Blackson, Monique, Dolemite, Sommore, Kerwin Claiborne, D.L. Hugley, JustNesh, Rickey Smiley, Luenell, Bruce-Bruce, Pierre Edwards, JJ Williamson, Lil JJ, Mike Epps and the list goes on! There is no end to what Jessie can do. Whether its acting, dancing, rapping, motivational speaking, or stand up comedy, Jessie McDonald brings it and leaves his mark on everything he does.

CLICK ON BIO TO SEE THE FEATURES BIO

After the show, there will be a meet & greet photo opportunities with the performers.

This will be one heck of an evening so make your plans NOW.

Security WILL BE PRESENT & strictly inforced.

Also check out other Comedy events in Rockingham, Entertainment events in Rockingham, Arts events in Rockingham.