When Charlie Woods first stepped onto the course in Greyson Clothier gear at the 2023 PNC Championship, golf fans couldn’t help but speculate. Was Tiger’s son about to sign a deal with one of the most stylish names in golf apparel?
Fast-forward to 2024: Charlie showed up in Sun Day Red-the brand his dad co-founded-at both the Adam Scott Junior Invitational and Pinehurst No. 2. The buzz around a possible Greyson deal slowly faded. Though neither party ever confirmed or denied a partnership, the message was clear: Charlie was sticking with the family name.
But the story doesn’t end there. Instead, it’s taken a sharp turn.
From missed deals to major gains, Kai Trump is owning the moment
While Charlie may have walked away, Kai Trump walked right in. The 17-year-old granddaughter of President Donald Trump is now one of the most prominent junior golfers on the scene-and she’s wearing Greyson Women’s like she was born to.
In 2024, she signed with the $39 million brand, and her recent Instagram story, where she casually showcases her outfit on the green (the Orion Tank paired with Phoenix Joggers), gave fans a look at just how well this partnership fits. And it’s not just for the cameras-Kai is grinding on the course, too.
With no fresh updates on Charlie Woods and Greyson, the brand pivoted. And not just toward Kai. Earlier this year, LIV Golf star Jon Rahm, captain of Legion XIII, also inked a deal with Greyson (Golfweek, March 2025). It’s a new direction-away from legacy names, toward rising talent.
And Kai fits that mold perfectly. She’s got more than just style-she’s built an empire. NIL deals with Leaf Trading Cards and TaylorMade Golf have pushed her into elite territory, alongside names like Tiger and Rory (Golf Digest, Jan. 2025). She currently ranks No. 1 in high school girls’ golf and lands at No. 81 on the On3 NIL 100 with a valuation of $1.2 million.
Off the course, her following is massive. Over 3 million TikTok fans, 1.6 million Instagram followers, and 1 million YouTube subscribers. Her brand isn’t just growing-it’s everywhere.
In a way, Greyson didn’t lose Charlie Woods. They gained a powerhouse in Kai Trump.
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