240. Jackson Olson: From delivering for Instacart to 6 figure deals with Gatorade?! Savannah Bananas star reveals the full-circle moments in his career within content creation & baseball, being fan-focused, and the business behind it all!

240. Jackson Olson: From delivering for Instacart to 6 figure deals with Gatorade?! Savannah Bananas star reveals the full-circle moments in his career within content creation & baseball, being fan-focused, and the business behind it all!

Author: Audioboom Studios June 23, 2025 Duration: 59:19
This week, Jason is joined by  social media personality, content creator, and star of the Savannah Bananas baseball team, Jackson Olson!
Jackson, a former collegiate baseball player who had inspirations to go pro after school, gained recognition from his baseball related TikTok content. After raking in over 2.5 million followers, he caught the eye of the MLB and Savannah Bananas, eventually giving him roles in social media and on the team and becoming the star attraction. The Savannah Bananas are the semi-pro baseball team focused around the fan experience with their brand of banana ball similar to the decades long format of the Harlem Globetrotters. 
Jackson shares why he turned down being drafted by the Diamondbacks and how the pandemic reshaped the MLB draft. He opens up about the financial realities of minor league life compared to the majors, the decision to work for Instacart and document it online, and the full-circle moments that followed in his social media journey. From joining the first wave of MLB content creators in 2021 to carving out a role with the Savannah Bananas, Jackson dives into the business side of baseball entertainment, how he handles negotiations, and what it means to break the barrier between fan and player. He also touches on landing his Reebok deal, why he follows his energy over just his dreams, what keeps him mindful of his online presence, his current relationship status, spending habits, and more.
Jackson reveals all this and so much more in another episode you can’t afford to miss!
Host: Jason Tartick
Co-Host: David Arduin
Audio: John Gurney
Guest: Jackson Olson

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