Critics Choice Awards 2026: Chelsea Handler Roasts 50 Cent's Diddy Doc, Jeff Bezos & More

Chelsea Handler, hosting the Critics Choice Awards Jan. 4, had thoughts about Leonardo DiCaprio's vacation pal, her ex 50 Cent's Sean "Diddy" Combs docuseries & so much more in her opening monologue.

By Natalie Finn Jan 05, 2026 12:58 AM
| Updated Jan 05, 2026 3:25 AM
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Watch: Chelsea Handler Roasts Leonardo DiCaprio Over Yacht Getaway in Monologue at Critics Choice Awards

Of course Chelsea Handler went there during the 2026 Critics Choice Awards. (She also went there, there and there.) But are you surprised?

Hosting the event for the fourth straight year, the comedian had an embarrassment of riches to work with as she kicked off awards season Jan. 4 at The Barker Hangar in Santa Monica, Calif. (See all the stars from the Critics Choice Awards red carpet.)

Chelsea started off with a little low-hanging fruit, cracking that, while Timothée Chalamet—a Best Actor nominee for his balls-to-the-wall performance as a roguish table tennis whiz in Marty Supreme—trained for seven years and Sinners star Miles Caton (an early winner for Best Young Actor) learned how to play blues guitar, Sean Penn took Cialis to rise to the occasion in One Battle After Another.

She then proceeded to invite Penn's OBAA costar Benicio del Toro up to her hotel room.

"Stop being so selective about what you do," Handler encouraged the Best Supporting Actor nominee, who was seated next to the film's there-in-the-nick-of-time Best Actor lead, Leonardo DiCaprio. "I need you in more movies, in more TV shows, in room 708 at the Andaz Hotel tonight."

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Critics Choice Awards 2026: Winners List

The OBAA ribaldry continued, Handler complimenting Best Supporting Actress nominee Teyana Taylor—"I hate to rip off other people's writing, but I have to say this p--sy absolutely pops for you"—and announced that DiCaprio almost didn't make it because he was "trapped on a boat in St. Barts."

Kevin Winter/Getty Images for Critics Choice Association

"It was just like the Titanic, but worse," she quipped, "because Jeff Bezos was there." (DiCaprio and girlfriend Vittoria Ceretti were on a yacht with Bezos and his wife Lauren Sánchez, whose summer nuptials the actor attended, and was late getting back to California.)

Kevin Mazur/Getty Images for Critics Choice Association

Sinners led the field heading into the night with 17 nominations, including Best Picture, Best Director and Best Original Screenplay for Ryan Coogler, Best Actor (Michael B. Jordan) and Best Supporting Actress (Wunmi Mosaku), so of course it was in for a gentle ribbing. (Less gentle: Suggesting that the "original name of the main vampire" was David Zaslav, of Warner Bros. Discovery CEO fame.)

Handler noted that blues music was "used to fight vampires," while K-pop was used to fight demons.

And, speaking of which, "the cast of KPop Demon Hunters is here," Handler noted. She quickly added, invoking the hot-button docuseries of the year Sean Combs: The Reckoning, which happened to be produced by her one of her exes, "Not to be confused with Netflix's other music movie, '50 Cent: Diddy Hunter.'"

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Not going unscathed, either, were Marty Supreme actress Gwyneth Paltrow—not in the room because "she's skiing, so look out"—Hamnet's Jessie Buckley and Paul Mescal ("Was she more upset over the death of her son or that she married a man with a hoop earring?") and If I Had Legs I'd Kick You star Rose Byrne.

"I love everything you do," Handler told the Australian Best Actress nominee. "Comedy, drama, Bobby Cannavale."

Handler also shouted out Rhea Seehorn's performance in Pluribus, which is about "people sharing collective consciousness" after being transformed into a peaceful hive mind. Hence the comedian's request that series creator Vince Gilligan give her the number for his "mushroom dealer."

And before closing her monologue with heartfelt words about Rob Reiner and what he and wife Michelle Reiner stood for, Handler congratulated Best Actor in a Drama Series nominee Noah Wyle on the success of The Pitt, quipping, "Everyone loves your show, Noah. Congrats on getting rid of George Clooney, he was clearly holding you back."

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Critics Choice Awards 2026: Best Dressed Celebrities on the Red Carpet

On the TV side, HBO's The Pitt can add to its accreditation with nods for Best Drama Series, Best Actor for Wyle, Best Supporting Actress for Katherine LaNasa and Best Supporting Actor for Patrick Ball. Fellow top Emmy winner Hacks is represented in the Best Comedy Series category, along with its acting noms for Jean Smart, Paul W. Downs and Hannah Einbinder.

See what all the nominees—plus every other star in attendance—wore on the red carpet at the Critics Choice Awards 2026:

Teyana Taylor

in Saint Laurent and Tiffany & Co. jewelry. 

Jessica Biel

in Lanvin. 

Ariana Grande

in custom Alberta Ferretti, Christian Louboutin and Swarovski jewelry. 

Paul Mescal

in custom Gucci and Cartier.

Jacob Elordi

in Bottega Veneta, Oliver Peoples and Cartier. 

Michael B. Jordan

in custom Louis Vuitton and Christian Louboutin. 

Leighton Meester & Adam Brody

in Carolina Herrera and Chopard jewelry (Meester); Valentino and Jager Le Coultre wath (Brody). 

Alexander Skarsgard

in Valentino. 

Adam Scott & Naomi Scott

in Dolce & Gabbana. 

Marcello Hernandez

in Dolce & Gabbana. 

Mckenna Grace

in vintage Vera Wang and Chopard diamonds. 

Krys Marshall

in Sehnsucht Atelier. 

Rhea Seehorn

in custom Louis Vuitton and Brilliant Earth jewelry.

Nicole Brydon Bloom

in Akris.

Sara Wells & Noah Wyle

in Brioni (Wyle). 

Adam Sandler & Jackie Sandler

Leo Woodall

in Paul Smith.

Ryan Coogler & Zinzi Coogler

in custom Louis Vuitton.

Katherine LaNasa & Grant Show

in custom Louis Vuitton and Messika jewelry (LaNasa). 

Seth Rogen

in Zegna.

Sarah Shahi

in Georges Hobeika.

Ginnifer Goodwin & Josh Dallas

in Giorgio Armani and a Tyler Ellis bag(Goodwin).

Ike Barinholtz

in Dior. 

Jimmy Kimmel & Molly McNearney

in Alex Perry, Tyler Ellis purse and Manolo Blahnik shoes (McNearney). 

Sterling K. Brown

in Brunello Cucinelli, Jacques Marie Mage glasses, Omega watch, Rachel Katz Jewelry cufflinks, Effy Jewelry rings and Melinda Maria earrings. 

Sarah Snook

in Akris and Chopard. 

Tramell Tillman

in Anamika Khanna and Lagos Diamonds jewelry. 

Natasha Lyonne

in Celine and Le Vian and L'Dezen jewelry.

Chase Infiniti

in custom Louis Vuitton and Messika jewelry. 

Owen Cooper

in Bottega Veneta. 

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View More Photos From 2026 Critics Choice Awards: Red Carpet Fashion

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