Jackson Olson Biography
Jackson Daniel Olson is an American baseball infielder, entertainer, and social media creator. He became a public figure through his high energy performances as a second baseman for the Savannah Bananas, an exhibition baseball team known for its entertainment-focused version of the sport called Banana Ball.
Combining athletic talent with comedic entertainment, he has accrued a massive audience across digital video platforms. His ability to blend traditional sports skill with interactive entertainment has made him one of the most visible athletes in modern exhibition baseball.
Jackson Olson Early Life and Connecticut Origins
Jackson Daniel Olson was born on October 6, 1997, in New Milford, Connecticut. Growing up in Litchfield County, Connecticut, he demonstrated exceptional athletic ability from an early age. He attended New Milford High School, where he competed as a three sport athlete in baseball, basketball, and football.
During his senior high school season, he recorded a .464 batting average with 23 runs batted in, guiding his team to the Class LL state semifinals and earning First Team All-State honors. His Connecticut upbringing laid the athletic and personal foundation for his eventual athletic and digital entertainment career.
Jackson Olson Career
Collegiate Baseball Achievements
Jackson Olson began his college baseball career at the University of Hartford, playing four seasons from 2017 to 2020. He appeared in 161 games for the Hawks, finishing with a .288 career batting average. In 2018, he helped lead Hartford to its first America East Tournament championship, batting .636 during the tournament. He earned the 2020 America East Baseball Scholar Athlete of the Year award before playing a graduate season at Stetson University in 2021.
Joining the Savannah Bananas
In 2022, Jackson Olson joined the Savannah Bananas roster as an infielder wearing jersey number 8. He quickly became a standout fan favorite, executing dance choreography, acrobatic fielding plays, and humorous on-field interactions during Banana Ball world tours.
Mainstream Media and Dancing with the Stars
Building on his athletic popularity, Jackson Olson expanded into mainstream television entertainment. In 2026, he was cast as a celebrity contestant on Season 35 of Dancing with the Stars, bringing Banana Ball energy to prime time television.
Jackson Olson Awards and Recognitions
Jackson Olson earned the 2020 America East Baseball Scholar-Athlete of the Year award during his collegiate career at the University of Hartford. He was also named to the 2018 America East All-Tournament Team after posting a .636 tournament batting average.
Jackson Olson Personal Life
Jackson Olson is the son of Dan and Laura Olson and has two siblings, Alex and Ari. In 2026, he began dating digital personality Maggie Sajak. He frequently speaks about the importance of family ties back in his home state of Connecticut.
Conclusion
Jackson Olson has redefined what it means to be a modern sports entertainer. By connecting collegiate baseball success with viral content creation and television broadcasts, he continues to expand his presence in professional exhibition sports.
FAQs
What team does Jackson Olson play for?
Jackson Olson plays infielder for the Savannah Bananas exhibition baseball team.
Where did Jackson Olson play college baseball?
He played four seasons at the University of Hartford and one graduate season at Stetson University.