Jackson Olson Goes Instagram Official with Pat Sajak's Daughter Maggie After Putting Out Call for Girlfriend Applications
Jackson Olson Goes Instagram Official with Pat Sajak's Daughter Maggie After Putting Out Call for Girlfriend Applications
Ingrid VasquezWed, April 22, 2026 at 3:18 AM UTC
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Jackson Olson and Maggie SajakCredit: Jackson Olson/Instagram -
Jackson Olson and Maggie Sajak made their relationship Instagram official on April 21
Olson is a Savannah Bananas player who shared his "application" for a girlfriend on Instagram in January
Sajak is the daughter of former Wheel of Fortune host Pat Sajak
Love is in the air for Jackson Olson and Maggie Sajak!
The pair shocked fans when they hard-launched their romance with a joint Instagram post on Tuesday, April 21. The post features a photo of the new couple posing in front of Disney's Cinderella Castle at Magic Kingdom in Florida. "Applications closed✅," Olson captioned the post.
Wearing a black skirt, white tee, and Minnie Mouse ears, Sajak, 31, placed her hand on Olson's chest, while he wrapped his arm around her.
The Savannah Bananas infielder, 28, looked cool and casual in a gray Chicago shirt and black shorts.
Fellow Savannah Bananas player JT Sokolove commented on the post, "Breaking news‼️ He has found his other side!"
Teammate Kyle “KJ” Jackson wrote, "Let's goooo 👏🏼👏🏼👏🏼."
The couple's announcement comes four months after Olson announced on TikTok and Instagram that he was looking for a girlfriend.
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In the video, Olson mouthed along to One Direction's "Kiss You," explaining in overlaid text that he had been single for over five years and was "getting pretty tired of it recently."
"So here is my official 2026 boyfriend application," he wrote.
Olson explained in text that he "dances on baseball fields for a living," is a big Taylor Swift fan, has an "unhealthy obsession with musicals," has the "diet of a 12-year-old," and is "very unphotogenic."
He also shared that he wanted to take his future girlfriend to Disney and that his parents were "sick" of him not having a partner.
Sajak, who is the daughter of former Wheel of Fortune host Pat Sajak and serves as the show's social correspondent, was previously linked to Scottish actor Ross McCall.
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In March 2024, Sajak and McCall, 48, were spotted holding hands and kissing while on a walk in Los Angeles.
on People
Source: “AOL Entertainment”
