Shane Gillis stirs controversy with Trump, Bill Belichick jokes during edgy ESPY Awards monologue

Comedian Shane Gillis took the stage at the ESPY Awards on Wednesday night and was firing shots at virtually anyone in the sports world with a monologue fit for a roast event. 

It’s not uncommon to see the host start to light up the crowd with some playful jabs here and there at award shows, but Gillis’ biting humor drew some jeers along with cheers inside the Dolby Theatre in Los Angeles

One of his most-discussed jokes revolved around new North Carolina Tar Heels head football coach Bill Belichick, as Gillis made a comment about his 24-year-old girlfriend, Jordon Hudson. 

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"A bookie is what Bill Belichick reads to his girlfriend before bedtime," Gillis prefaced his joke. "They read, ‘Very horny caterpillar,’ ‘The Little Engine That Could But Needed A Pill First,’ and of course, the classic, ‘Good Night Boobs.""

The divide in the crowd started to come when Gillis mentioned Joe Rogan with a joke about NBA Commissioner Adam Silver, but it quickly turned into something aimed at President Donald Trump.

COMEDIAN SHANE GILLIS CRACKS CAITLIN CLARK WAFFLE HOUSE JOKE AT ESPYS

"Joe Rogan actually wanted me to be here to host this award show so that I could capture Adam Silver because Joe thinks he’s an alien," Gillis said. "And Donald Trump wanted me to be here to capture Juan Soto for the same reason."

Gillis didn’t stop there with the Trump mentions, as he poked fun at the 47th president for recently saying he wants to stage a UFC fight at the White House. 

Then, it got into the current political argument around the supposed Jeffrey Epstein client list.

"Donald Trump wants to stage a UFC fight on the White House lawn. The last time he staged a fight in D.C., Mike Pence almost died," Gillis said. "… Actually, there was supposed to be an Epstein joke here, but I guess it got deleted. Probably deleted itself, right? Probably never existed. Let’s move on as a country and ignore that."

Gillis also mentioned WNBA superstar Caitlin Clark, which didn’t get the best of reactions after what he "predicted" when she retired. 

"She’s going to work at a Waffle House so she can continue doing what she loves most, fist-fighting Black women," Gillis said to a mixed reaction. 

Finally, another interesting joke choice was taking a shot at the late O.J. Simpson, which was an ode to the late comedian Norm Macdonald, the host of the show in 1998. 

"Travis Hunter won the Heisman Trophy this year," Gillis said. "He’s the first defensive player since Charles Woodson to win the Heisman. Congratulations, Travis Hunter, winning the Heisman, that’s something they can never take away from you. Unless you kill your wife and a waiter, in which case, they can take that away from you."

Gillis, who stars in the Netflix series "Tires," also took aim at Aaron Rodgers, Shai Gilgeous-Alexander and more in what some view as off-color, while others thought it was just for laughs. 

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Kai Trump, granddaughter of Donald Trump, reveals she '100%' wants to be a pro golfer

In August 2024, Kai Trump, the granddaughter of President Donald Trump, made the announcement that she verbally committed to play college golf at the University of Miami. 

Trump will enroll in 2026 to continue her golf career, something that has been a passion for her ever since she picked up a club at two years old. 

But while Trump has many different hats she wears, including content creation for her millions of followers on social media, make no mistake: The goal is to be a professional golfer. 

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"Yeah, it is. 100%," she told Fox News Digital, while also discussing her NIL partnership with Accelerator Active Energy on Tuesday. 

Trump still has one year of high school left before she can get to Miami to help the Hurricanes on the course. And she knows what she needs to do to prepare for that.

BRYSON DECHAMBEAU ADMIRED BY PRESIDENT TRUMP'S GOLF GAME

"Just playing a lot of events, just gaining experience," Trump explained. "But also practice. If I have two hours, I’m not gonna hit a few balls, go on my phone and scroll. No, I’m going to take full-on advantage with the time I have on the course. 

"I think that’s going to get me to the next level for sure, as well as just training in the gym, getting stronger and playing more rounds."

In turn, Trump chose Miami because she believes it will help her reach that ultimate goal of playing on a professional tour. 

"The more golf I play, the better I’ll do. Getting experience. Miami gave me a great opportunity, and I’m really looking forward to that," she said.

Trump also understands how much of a balance being a student-athlete will be at that level, especially when it comes to her other passions. But she says golf is the top priority the second she steps on campus. 

And when she's on the course, Trump gets into this competitive state that she feels "you can't really teach." 

"I don’t know, it might just be a family gene or something," she said, smiling. "Yeah, on the course, that’s something you can’t really teach. But I just have a very competitive side to me, especially having brothers and a big family. You have to be competitive sometimes."

If Trump wishes to see those pro dreams fulfilled, being competitive is a necessity as she looks ahead to that next step in a golf career she hopes will be on a tour one day. 

PARTNERING WITH ACCELERATOR

Being a college athlete in today's NCAA means having the ability to profit off your brand, and Kai has already developed quite the following through her social media and content creation passions. 

In turn, she struck an NIL partnership with Accelerator Active Energy, becoming the brand's first golf NIL partner, while also being an equity partner. 

Accelerator Active Energy is the brand that earned acclaim for launching "The Livvy Fund" with former college gymnastics champion Livvy Dunne to support women's college athletes. And while Dunne is an equity partner, so is Kansas City Chiefs superstar Travis Kelce. 

A presidential-themed video, in which Kai addresses "fellow Americans and content creators," announced the move, which she could not be more excited for. 

"It's pretty cool, especially being partners with such great athletes and being up there too with them," she said.

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