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By Jane LaCroix
Contributing Entertainment Writer
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Maggie Sajak made her new relationship Instagram official.
The 31-year-old daughter of longtime “Wheel of Fortune” host Pat Sajak went public with boyfriend Jackson Olson in a shared post on Wednesday, April 22, that quickly caught fans’ attention.
The photo, taken at Disneyland, shows Maggie leaning into Olson with one hand resting on his chest while he wraps an arm around her in front of the Magic Kingdom castle. She wore Minnie Mouse ears with a white tee and black skirt, while Olson wore shades, a backwards hat, T-shirt and shorts.
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Olson captioned the photo, “Applications closed✅,” cleaning a nod to his previous TikTok made back in December 2025 in light of his dating life.
In a December TikTok, he joked, “As some of you know, I’ve been single for over 5 years. So here is my official 2026 boyfriend application,” the text read. He then listed reasons someone should date him—and even promised a Disneyland trip, which fans now believe may have become reality.
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Olson, 28, is known as a player for the viral baseball entertainment team the Savannah Bananas.
As for Maggie, she’s become a familiar face to “Wheel of Fortune” viewers in recent years, appearing as the show’s social media correspondent after her father’s retirement.
The romance news also arrives during a celebratory season for the “Wheel” family. Co-host Vanna White recently revealed she married longtime partner John Donaldson in a private ceremony after more than a decade together.
“Surprise! We got married! ❤️,” White shared on Instagram back in January.
It seems love is very much in the air around the “Wheel of Fortune” universe.
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