Pat Sajak’s Daughter Maggie Sajak Debuts Jackson Olson Romance

Maggie Sajak has come into some good fortune. 

Indeed, Pat Sajak’s daughter recently hard launched a romance with Savannah Bananas infielder Jackson Olson. 

Alongside a sweet picture of the duo in front of Cinderella’s castle at Disneyland shared to Instagram April 21, Jackson joked in a caption, “Applications closed.”

Indeed, late last year, the Banana Ball player shared a cheeky video imploring social media for a girlfriend with a hilarious “boyfriend application.”

“As some of you know, I’ve been single for over five years,” Jackson wrote in the December 2025 TikTok. “And I’ve been getting pretty tired of it recently. So here’s my official 2026 boyfriend application.”

Among Jackson’s qualifications included his love for Disney, Taylor Swift’s music, musicals and the fact that his position in the performing sports league means that he dances on baseball fields “for a living.”

What’s more, the 28-year-old joked that his parents were also a huge part of his mission to find a partner, adding, “My parents are sick of me not having a girlfriend.”