A Dare Turned Into 25 Years Of Comedy | Dewayne Jackson’s Stand-Up Brings The House Down!

Dewayne “Insane Wayne” Jackson’s 25-Year Comedy Dream Takes Flight on AGT 🤩🎤

In a season full of incredible talent, few acts on America’s Got Talent (AGT) 2025 delivered a punchline as powerful, or a story as inspiring, as stand-up comedian Dewayne Jackson, who performs as Insane Wayne. Hailing from Stockton, California, Wayne brought a fresh, hilarious, and deeply personal perspective to the stage, proving that a dare from two decades ago can indeed lead to life-changing destiny. His audition was a masterclass in timing and charm, bringing the house down and securing four emphatic “Yeses” from the judges. 🎉

The Road to AGT: A Quarter-Century in the Making

For Dewayne Jackson, the journey to the AGT stage was a long, heartfelt marathon. He openly shared the humble beginnings of his life, growing up in a two-bedroom house with seven people, raised by his grandmother. Despite the challenges, he built a solid career as a barber, cutting hair and maintaining a steady life.

However, the spotlight always called. Dewayne revealed that he’s been working towards this moment for 25 years. Like judge Howie Mandel, who is famous for his comedic career, Dewayne’s start in comedy began with a dare, a moment that completely changed his trajectory. Now, with so much history invested, the AGT stage was more than just a performance; it was a destiny-defining opportunity.

“This right here, this particular performance is the biggest thing in my life. I want to win, I want to be seen.”

This sincerity, combined with his infectious confidence, set a high bar for his “sit down perspective” stand-up routine. ♿️

A Sit-Down Perspective, A Stand-Up Routine

Insane Wayne’s routine was groundbreaking, not just for its humor but for the way it centered around his life as a man in a wheelchair. Instead of shying away from his reality, he used it as the foundation for his strongest material, immediately declaring that he was “advocating for dudes in wheelchairs”.

His comedy flowed from clever, observational takes on dating and relationships, directly addressing the ladies in the audience. He humorously pitched the benefits of dating a man in a wheelchair:

Financial Stability: “I get a check every month on time!” 💰
Tax Benefits: “You can claim me on your taxes!”
Convenience: “I got that good parking!” 🅿️

He then hilariously escalated the joke by offering a genuine, if unconventional, job opportunity: becoming his “in-home support service nurse.” He quickly sweetened the deal: “That job come with benefits, dental, hearing, and vision!” The audience roared, completely captivated by his ability to turn life’s limitations into a laugh-out-loud list of perks.

He perfectly tied his set back to his roots, joking about able-bodied men “wasting your legs”, lamenting that he could have been doing stand-up “this whole time” if he’d had a good pair of legs to stand on. The routine was sharp, unexpected, and ended in a massive wave of applause and cheers. 👏

Watch Full Here

Unanimous Victory and Judge Reactions

The judges were thoroughly impressed, with the reactions starting before he even finished his set. The enthusiasm exploded as the panel delivered their critiques:

Howie Mandel (the judge who also started with a dare!) was effusive in his praise: “There’s no question you are amazing, you are memorable, you are likable, you are real, and you have such a great shot at doing amazing on season 20.”
Simon Cowell delivered one of the highest compliments of the season: “That was one of the best auditions we’ve had today, genuinely.” He lauded Wayne’s innate comic ability, noting that he was “just naturally funny,” and praised his perfect timing: “You timed it so well. You just got to the good bits and everything was great.”
Sofía Vergara simply stated, “You are funny! You made me belly laugh all day.” 😂

The moment of truth resulted in a swift and decisive victory: a unanimous four “Yeses” from the judges, sending Insane Wayne straight into the next round. His reaction—a mix of joy and relief—was heartwarming, proving that after 25 years, the journey was finally paying off.

Dewayne “Insane Wayne” Jackson’s audition was more than just great comedy; it was an inspiring victory for perspective. He showed that talent can emerge from any circumstances, and that the biggest laughs often come from the deepest truths. He is undoubtedly one of the must-watch contenders of AGT 2025. 🌟