Pat Sajak's daughter seen on date with athlete boyfriend after calling dad 'difficult'
Pat Sajak's daughter seen on date with athlete boyfriend after calling dad 'difficult'
Ayaan Ali Sat, June 20, 2026 at 7:36 AM UTC
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Maggie and Jackson
The couple announced they started dating this year (Image: Jacksonolson/Instagram)
Maggie Sajak and Jackson Olson looked happier than ever as they shared snaps from their recent holiday.
The loved-up couple gave fans a glimpse into their Disney World date in a joint Instagram Reel posted on Wednesday, June 17.
Maggie, 31, and Jackson, 28, were all smiles as they posed together throughout the clip. In the video, Jackson joked, "I wish I had a girlfriend to go to Disney with, that would be so fun." It comes as Wheel of Fortune fans defend Pat Sajak after his daughter dubbed him 'difficult'.'
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The clip then cuts to Maggie, the daughter of former Wheel of Fortune host Pat Sajak, who replies, "Yeah, I wish I had a boyfriend to go with, how cool would that be."
The pair captioned the post, "No more single rider." Fans were quick to react in the comments section.
Maggie Sajak and Jackson Olson shared cute pics from their trip (Image: -)
One person wrote, "Omg this is the absolute cutest thing ever." Another added, "Jackson, I love this SO much!! I'm so happy for both of you!"
A third commented, "Y'all are adorable. Hope you had an amazing trip!"
The couple first surprised fans in April when they made their relationship Instagram official with another Disney-themed post. The photo showed them cuddling in front of Cinderella Castle, with Jackson captioning it, "Applications closed."
News of their romance came just four months after he revealed he was searching for a girlfriend in posts shared on TikTok and Instagram.
The baskeball palyer shared some gushing words about his partner (Image: -)
Maggie, best known as the daughter of former Wheel of Fortune host Pat Sajak, serves as the show's social media correspondent and has also pursued a career in country music, releasing several singles over the years.
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Meanwhile, Jackson has built a huge following of his own as one of the stars of the Savannah Bananas.
Although both have largely kept their personal lives private, Maggie was previously linked to Scottish actor Ross McCall. Jackson had spoken openly about being single before meeting Maggie, even jokingly launching a "boyfriend application" on social media months before their romance became public.
In the video, which featured Olson lip-syncing to One Direction's Kiss You, the baseball player said he was "getting pretty tired of it."
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The athlete recently shared some sweet words about his girlfriend, believing she is"the one."
He began his post writing, " As you know, my posts aren't typically sentimental... and they NEVER make you guys cry or feel any emotions. And this one is no different... I promise.
"Last year I had kind of given up on finding a girl I wanted to be with. I remember thinking to myself that if I'm gonna date someone I want them to have the same morals I have and to have a kind soul. To like me for me and not for what I post on social media. To love their family and enjoy spending time with them.
"To not take life so seriously and not care what other people think. And somehow I found all of that and more with Maggie. I've never met someone I thought I could spend every day with until I met her. And a major reason why is because we can be our true selves around each other. If you think you haven't found 'the one' yet and that it's 'too late' trust me it's not."
He finished off his post saying, "Sometimes life only gives you what you truly want when you've been patient enough. So the moral of the story? Don't rush it, and never settle. (And yeah... loving Disney was an added bonus for us both).
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Source: “AOL Entertainment”
