Chelsea Handler Roasts Leonardo DiCaprio at the 2026 Critics Choice Awards
On January 4, 2026, the Critics Choice Awards took an entertaining turn when comedian Chelsea Handler took the stage to deliver a monologue that had the audience in stitches. Among her targets was none other than Hollywood A-lister Leonardo DiCaprio, who almost missed the event due to his luxurious getaway on a private island.
Handler’s comedic jabs were directed at DiCaprio’s recent escapades, where he was spotted enjoying the sun alongside celebrity friends like Jeff Bezos and Tom Brady. The actor’s absence from the Palm Springs International Film Festival, where he was slated to receive the Desert Palm Achievement Award for his role in "One Battle After Another," became fodder for Handler’s humor. “I guess when you’re Leonardo DiCaprio, you can just decide to skip out on awards shows,” she quipped, eliciting laughter from the audience.
A Night of Celebrity Roasting
Handler’s monologue didn’t just focus on DiCaprio; she took the opportunity to poke fun at various celebrities in attendance. Her sharp wit and playful banter kept the atmosphere light and engaging, reminding everyone why she is a beloved figure in comedy. The audience, filled with stars from various facets of the entertainment industry, seemed to appreciate her humor, which balanced light-hearted jabs with genuine affection for her fellow artists.
A Tribute to Rob Reiner
As the evening progressed, Handler shifted gears to pay tribute to the late Rob Reiner, who passed away in December 2025 under tragic circumstances. The comedian spoke fondly of Reiner, highlighting his warmth and kindness. “Everyone in this room knows that the nicest guy in Hollywood was Rob Reiner,” she began, setting a reflective tone that contrasted sharply with her earlier humor.
Handler recounted personal anecdotes that illustrated Reiner’s character, emphasizing how he made everyone feel valued in conversations. “He was present, he was focused, and he was funny,” she recalled, sharing a touching moment when Reiner thanked her for a dinner they shared, humorously noting his curiosity about plastic surgery.
Honoring Legacy and Decency
Handler’s tribute took on a more serious note as she acknowledged the tireless efforts of both Rob and Michele Reiner in advocating for important causes. “They stood for decency,” she said, urging the audience to remember the values they embodied. Her heartfelt words resonated deeply, reminding everyone of the impact that kindness and compassion can have in the world.
“Let’s use tonight as a reminder of that decency and a reminder of everything Rob and Michele stood for,” Handler concluded, leaving the audience with a poignant message amidst the glitz and glamour of the awards show.
A Memorable Evening
The 2026 Critics Choice Awards proved to be a night filled with laughter, reflection, and heartfelt tributes. Chelsea Handler’s ability to blend humor with sincerity showcased her talent as a host and her deep respect for her peers. As the evening unfolded, it became clear that while the entertainment industry often thrives on glamour and fame, it is the genuine connections and shared values that truly matter.
