Maggie Sajak grew up on the set of Wheel of Fortune. Her father, Pat Sajak, hosted the show for over 40 seasons before retiring in 2024. Some viewers hoped his daughter would take over, but the show brought in Ryan Seacrest. However, Maggie Sajak still makes appearances on the game show. She went public with her romance with Savannah Bananas player Jackson Olson in April 2026. They haven’t been dating long, but he’s already hinting at marriage. Keep reading for more details on their relationship.
Jackson Olson Signs On For Reality TV Gig
The Savannah Bananas are an exhibition baseball team from Savannah, Georgia. They’re almost as popular as any Major League Baseball team. The Bananas mix sports and entertainment with choreographed dance routines, trick plays, and more. Jackson Olson is the team’s star player.
He’ll soon compete on a popular reality competition. Jackson Olson is one of the celebrities announced for Season 35 this fall. The other celebrities revealed so far are Summer House star Ciara Miller, The Traitors’ Maura Higgins, and Jimmy Kimmel’s late-night sidekick, Guillermo Rodriguez. More cast members will be revealed as the new season draws closer.
Wheel of Fortune Maggie Sajak’s Boyfriend Hints At Marriage
Jackson Olson joked on social media a while ago that he was accepting applications for a girlfriend. The applications closed in April when he went Instagram official with Maggie Sajak. DWTS viewers can expect to see her in the live studio audience once the show starts in September.
The Savannah Bananas player took to Instagram to share a heartfelt post about their relationship. “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,” he wrote.
Jackson Olson continued to gush over his new lady love. “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.”
He hinted that things are getting serious between them. “If you think you haven’t found “the one” yet and that it’s “too late” trust me it’s not. 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,” Jackson Olson said, hinting that marriage might be in their future.
Maggie Sajak replied in the comments that she was “beyond thankful” for the Savannah Bananas player. While they’ve only been dating for a few months, fans are hoping for an engagement soon. Stay tuned for more on this developing story.
Jennifer Havener grew up in a small town in Upstate New York. She earned her B.A in Writing & Literature from Naropa University in Boulder, Colorado. She always knew watching reality TV shows and soap operas, particularly ‘Days of Our Lives’, would come in handy someday. When she’s not writing, she’s playing with her dogs, Lola and Ruger
