
Photo Credit; Getty Images
Maggie Sajak has experienced some good fortune.
Indeed, Pat Sajak's daughter has recently begun a romance with Savannah Bananas infielder Jackson Olson.
Along with a sweet photo of the couple in front of Cinderella's castle at Disneyland posted to Instagram on April 21, Jackson joked in the caption, "Applications closed."
Indeed, late last year, the banana ball player posted a cheeky video asking social media for a girlfriend, complete with a hilarious "boyfriend application."
"As some of you know, I've been single for over five years," Jackson wrote in his December 2025 TikTok. "And I've been getting tired of it lately. So, this is my official 2026 boyfriend application."
Jackson's qualifications included a love of Disney, Taylor Swift's music, musicals, and the fact that his position in the performing sports league entails dancing on baseball fields "for a living."
Furthermore, the 28-year-old joked that his parents were a big part of his search for a partner, saying, "My parents are sick of me not having a girlfriend."
What about his other qualities? Jackson boasted that he still enjoys building legos and "has the diet of a 12 year old." The baseball player also mentioned that he'd make the ideal Instagram boyfriend.
"I'm very unphotogenic," he said. "So I'll make you look great in photos."
While Maggie, who was previously linked to Ross McCall in 2024, was the standout bachelorette, Jackson received numerous positive responses to his social media call out.
As one TikTok user jokingly commented, "Green flag after green flag."
Meanwhile, another teacher influencer's comment was liked by Jackson himself.
"If I was 20 years younger," she joked. "Good luck. "You're so much fun!"
After launching his romance with the social correspondent for Wheel of Fortune, Jackson jokingly added a clip from Elf in which Will Ferrell as Buddy the Elf yells, “I’m in love, I’m in love and I don’t care who knows it!”
Alongside the clip, Jackson joked, “Me right now.”

