Jackson Olson

Jackson Olson is a baseball player and social media personality known for his viral baseball content and high-energy performances with the Savannah Bananas. Olson was born in New Milford, Connecticut, where he grew up playing baseball before continuing the sport at the University of Hartford. He graduated with a bachelor’s degree in business administration in 2020, later pursuing a master’s degree at Stetson University.

Olson began gaining national attention after joining the Savannah Bananas in 2022 as a second baseman. The exhibition baseball team became known for combining sports with choreographed dances, comedy routines and fan interaction. Over the years, his presence on social media has earned him millions of followers and turned him into one of the Bananas’ most recognizable personalities.

In 2026, ABC announced Olson as a celebrity contestant on Dancing With the Stars, further expanding his profile beyond baseball.

Olson has been linked to Maggie Sajak, daughter of Pat Sajak, with the pair making their relationship public in 2025.