Cannonball Comedy Headliner Series @ O'Brien's Irish Pub (Brandon, FL)

Cannonball Comedy transforms O'Brien’s into a top-tier comedy club! Catch Florida's funniest headliners in this exclusive series.
About this Event

Cannonball Comedy Presents: The Headliners Series
Featuring Jander Gray

Get ready to laugh until it hurts! Cannonball Comedy—known for delivering top-tier comedy showcases all across the Bay Area from Brandon to Bradenton—is taking over the backroom at O'Brien's Irish Pub and transforming it into an intimate, high-energy comedy club.

This isn't just another show. This is The Headliners Series, and we are kicking things off with one of the absolute best talents in the region.

About Your Headliner: Jander Gray

Jander Gray brings a hilariously carefree, "nothing left to lose" demeanor to the stage. Leaning heavily into his authentic, sarcastic dad persona, Jander hilariously shares the kind of cringeworthy personal details that most people would take to the grave. With a beer in one hand and a mic in the other, he delivers a performance that has been described as “intelligent and insane—but mostly funny!”

As Seen & Heard On:

• 📻 SiriusXM
• 🏆 Critics’ Choice Winner: "Best Up-and-Coming Comedian" (Creative Loafing)
• 🎙️ Podcast: Producer and co-host of the multi-award-winning Hot Mess Show
• 🎭 Shared the Stage With: Nate Bargatze, Sam Morril, Chad Daniels, and Dom Irrera

📋 Event Details:

• The Perfect Venue: Great drinks, classic pub vibes, and a dedicated showroom experience at O'Brien's.
• Unmatched Energy: The premier comedy club experience right in your backyard.

Grab your friends, secure your tickets, and come see why Cannonball Comedy is the Bay Area's favorite night out. Tickets sell fast—reserve yours now!