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At the ESPY Awards 2026, Pat Sajak's daughter Maggie Sajak exclusively shared with E! News her reaction to boyfriend Jackson Olson joining Dancing With the Stars season 35.
How Maggie Sajak Feels About Boyfriend Jackson Olson's 'DWTS' Casting (Exclusive)
Dancing With the Stars really did spin and win by casting Jackson Olson.
At least, according to his girlfriend Maggie Sajak—daughter of former Wheel of Fortune host Pat Sajak—who couldn't be more proud of Jackson's decision to hit the ballroom this fall on season 35 of DWTS.
"He crushes everything he sets his mind to," she exclusively told USA Sports' Renee Montgomery at ESPYS 2026 in New York on July 15. "I'm excited to see him crush it in the ballroom."
And Maggie—who hard launched their romance on Instagram in April—is planning to be by his side for the whole experience as the Savannah Bananas baseball player competes alongside Ciara Miller, Maura Higgins, Guillermo Rodriguez and more celebrities who've yet to be announced.
"I'm just so excited to support him through this whole journey," Maggie added. "It's going to be amazing."
And the journey will be a bit bananas for Jackson, who explained that he will be performing on DWTS while also playing regular baseball games across the country.
"Whoever my [pro dancing] partner is will come with me on our Bananas tour, and we'll take red-eye flights for five weeks back and forth, L.A., New York, L.A., and wherever we're playing to," he noted at the ESPYS. "So, it's going to be crazy."
E! News
Although his career as an athlete makes his schedule a bit slippery, Jackson is hoping the dance moves he's learned with the Savannah Bananas translate to DWTS—and perhaps earn him the Mirrorball Trophy.
"It's definitely going to help a little bit with memorizing moves, but doing the actual moves? Well, that's going to be a little tough and a little getting used to," Jackson continued. "I feel like I don't have any dance moves mastered. But once I get in the ballroom and get a little bit of my partner giving me some advice, I'll be good."
To see who else got in the groove at the ESPY Awards 2026, read on.
(E! and USA Sports are both part of the Versant Media family.)
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Jonathan Owens & Simone Biles
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Lindsey Vonn
In Gucci.
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Alysa Liu
In Louis Vuitton.
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Ayesha Curry & Steph Curry
Ayesha in Christian Siriano.
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Russell Wilson
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Karl-Anthony Towns & Jordyn Woods
Towns in Tiffany & Co. jewelry. Woods in Oscar de la Renta.
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Ilona Maher
In Retrofête from T.J. Maxx.
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Sunisa Lee
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Eileen Gu
In Guo Pei.
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Kate Upton
In Schiaparelli.
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Jutta Leerdam & Jake Paul
Evan Bates & Madison Chock
Chock in In Christian Siriano.
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Aleksander Aamodt Kilde & Mikaela Shiffrin
Shiffrin in Retrofête, Christian Louboutin shoes, Longines watch, Miraki earrings and Nadri ring.
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Kevin Hart
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Myles Garrett & Chloe Kim
Kim in Tiffany & Co. jewelry.
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Jalen Brunson & Ali Marks
Brunson in Louis Vuitton.
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Fortune Feimster
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Miles "Duece" McBride & Ana Zortea
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Tyler Kolek
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Morgan Riddle
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Folarin Balogun
Wearing natural diamond jewelry by Jason of Beverly Hills.
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Damar Hamlin
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DJ Khaled
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Ali Truwit
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Dion Dawkins & Daiyaana Muhammad
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Sean Evans
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Jayson Tatum
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Dwight Howard
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Kai Trump
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Anna Leigh Waters
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