Jackson Olson<\/strong> has been making a name for himself long before his romance with Pat Sajak<\/strong>\u2019s daughter Maggie Sajak<\/strong><\/a>.<\/p>\n Olson is best known for his role as a social media personality and player for the Savannah Bananas. Amid the Bananas\u2019 growing online popularity, Olson has become a standout player on the team. The athlete has gone viral multiple times thanks to his Taylor Swift<\/strong>-inspired lip syncs and shameless ability to poke fun at his (once) lack of a dating life.<\/p>\n Last year, Olson posted a TikTok video<\/a> saying he was tired of being \u201csingle for over five years,\u201d adding that he\u2019s ready for someone to call him \u201cboyfriend.\u201d Olson\u2019s December 2025 post went viral, as thousands of women attempted to shoot their shot in the comments section.<\/p>\n Four months later, Olson\u2019s wish came true when he and Maggie hard-launched their relationship<\/a>.<\/p>\n \u201cApplications closed\u2705,\u201d Olson wrote via Instagram in April 2026 alongside a photo of him and Maggie at Disney World.<\/p>\n Keep scrolling for everything to know about Olson amid his new romance:<\/p>\n Olson was an infielder for the University of Hartford from 2017 to 2020. The following year, he attended Stetson University, where he played college baseball for one season. In his collegiate career, Olson earned a .288 batting average.<\/p>\n Upon graduation, Olson had dreams of joining the MLB but was not selected due to a shortened MLB draft caused by the COVID-19 pandemic.<\/p>\n After putting his MLB dreams on hold, Olson started making videos on TikTok. He launched his page by creating silly \u2014 yet relatable \u2014 videos about delivering groceries via Instacart. Olson also posted clips of him traveling to various baseball stadiums. While posting his baseball-related content, he discovered the Savannah Bananas and ultimately caught their attention.<\/p>\n Olson has more than 2 million followers on TikTok at the time of publication.<\/p>\n The Savannah Bananas are not your typical baseball team \u2014 instead, they play their own version of the game aptly titled \u201cbanana ball.\u201d While the elements of America\u2019s favorite pastime are ever-present, banana ball features a lot more dancing and singing compared to a typical MLB game. Olson joined the Savannah Bananas in 2022 after he went viral as a baseball influencer.<\/p>\n \u201cI thought I was going to be this guy coming in [as] the TikTok kid [and] no one would like me [or] everybody would think \u2018He\u2019s just here to get views on his videos\u2019 Hopefully the minds have changed,\u201d he said in a 2024 YouTube video<\/a>.<\/p>\n Olson is the team\u2019s third baseman and has been nicknamed \u201cThe Greatest Showman\u201d due to his love of musical theater and epic trick plays.<\/p>\n Olson has made it very clear that he is the biggest Swiftie on the Savannah Bananas roster. He has walked up to several of the pop star\u2019s songs including \u201cI Can Do It With a Broken Heart,\u201d \u201cThe Fate of Ophelia,\u201d \u201cThe Life of a Showgirl\u201d and more. In a February 2026 video, Olson and Party Animals player Dalton Ponce<\/strong> got together to do the \u201cOpailite\u201d dance challenge.<\/p>\n Before finding love with Maggie, Olson went viral for pranking his mom telling her that he was chosen to be the next Bachelor.<\/p>\nJackson Olson Played College Baseball<\/h2>\n
Jackson Olson Has a Big TikTok Following<\/h2>\n
Jackson Olson Has Played for the Savannah Bananas Since 2022<\/h2>\n
Jackson Olson Is a Big Swiftie<\/h2>\n
Jackson Olson Went Viral For His \u2018The Bachelor\u2019 Prank<\/h2>\n
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