Caitlyn Jenner Learns the Ropes of Poker at the Celebrity Poker Tour

Last Updated on September 7, 2026 by Bala Kumar

Decades after standing atop the Olympic podium, Caitlyn Jenner found herself learning an entirely different kind of competition this past weekend, one measured in chips and cards instead of stopwatches. The Olympic decathlon gold medalist made her poker debut at the Celebrity Poker Tour (CPT) Invitational XIII in Las Vegas, joining a packed field of athletes and influencers for a night that was equal parts comedy, confession, and cards.

A First Real Foray at the Felt

Jenner has joked in the past about her poker credentials, but she was quick to set the record straight once she sat down at the table. According to her own account, this tournament was essentially her true starting point in the game, having only dabbled a couple of times, years earlier, well before this event. It made her one of several notable newcomers at a tournament stacked with recognizable faces from sports, reality television, and social media.

She wasn’t alone in the deep end. Fellow reality star Holly Madison sat beside her for the entire night, and Madison has also described herself as just beginning her own poker journey — though she came in with a head start, having received coaching from five-time World Series of Poker bracelet winner Jeff Madsen.

“You Have to Move Forward, But Cautiously”

Jenner didn’t have a WSOP-caliber mentor guiding her through the tournament itself, though she did get a crash course inside the PokerGO Studio the day before play began. Even so, she held her own at a stacked feature table that included former NBA guard Nate Robinson, content creators Camilla Araujo and Tana Mongeau, and eventual tournament champion N3on.

Before her run ended outside the money, Jenner offered a surprisingly grounded read on the game’s philosophy — the kind of perspective that comes from decades of competing at the highest level of a completely different sport.

“You have to move forward, but you have to do it cautiously. And the bottom line is you got to have the cards. I mean, if you don’t get the cards, you’re not going to win, you know?”

It’s a simple but honest summary of poker variance — proof that even a first-timer can walk away from the table having absorbed something true about the game.

Kylie Jenner: The Real Poker Fan in the Family

While poker may be a new hobby for Caitlyn, the same can’t be said for her daughter, Kylie Jenner. The 29-year-old has become known in poker circles for her genuine enthusiasm for the game — enough that she partnered with Vanity Fair earlier this year for a widely viewed “hot girl poker” masterclass aimed at introducing her massive following to the basics of the game.

Caitlyn revealed that Kylie was less than thrilled to be missing out on the Las Vegas action. Kylie appears to have picked up her interest in the game partly through boyfriend Timothée Chalamet, who has previously been described by castmates as notably sharp at the table. Whether that skill has rubbed off on Kylie herself remains untested, at least according to Caitlyn, who admitted she’s never actually played a hand with her daughter.

Why This Story Matters for Poker’s Mainstream Moment

Celebrity poker crossovers like this one continue to fuel poker’s visibility beyond the traditional grinder audience. Events such as the Celebrity Poker Tour Invitational have become a reliable pipeline for turning athletes, streamers, and influencers into poker content — and, occasionally, into real players. Jenner’s appearance adds another recognizable name to a growing list of celebrities publicly experimenting with the game in 2026, alongside ongoing buzz around Kylie Jenner’s own poker content and Timothée Chalamet’s reputation at the table.

FAQs

1. Did Caitlyn Jenner play poker before joining the Celebrity Poker Tour?

Caitlyn Jenner said the Celebrity Poker Tour Invitational XIII was essentially her first serious experience playing poker, after only briefly trying the game a couple of times years earlier.

2. Where did Caitlyn Jenner make her poker debut?

Caitlyn Jenner made her poker debut at the Celebrity Poker Tour Invitational XIII in Las Vegas, playing alongside athletes, celebrities, influencers, and content creators.

3. Did Caitlyn Jenner win the Celebrity Poker Tour Invitational XIII?

No. Jenner’s tournament run ended outside the money, while content creator N3on went on to win the event.

4. Is Kylie Jenner interested in poker?

Yes. Kylie Jenner is known to be enthusiastic about poker and has participated in poker-related content, including a “hot girl poker” masterclass with Vanity Fair.

5. Who helped Holly Madison learn poker?

Holly Madison received poker coaching from five-time World Series of Poker bracelet winner Jeff Madsen before competing alongside Caitlyn Jenner at the Celebrity Poker Tour event.

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