He put his life savings into a student transportation business because he believed families needed something better. Then COVID hit, schools closed, and everything changed.

On this episode of Twin City Tales, host Wymond Wong sits down with Minnesota entrepreneur Christian Olson to talk about the leap from a secure career to business ownership, the people who depended on him, and the identity questions that followed when he eventually sold the company.

Christian grew up in St. James and Maple Grove, spent 16 years with Osseo Area Schools, and went on to found Transportation Delivery Inc. His company grew to 32 employees, but the road wasn't predictable. He recalls struggling to buy his first five vehicles, rearranging routes in the middle of the night, and finding a new way to support families during the pandemic by delivering food and educational materials through Northside Achievement Zone.

After selling his business, Christian had to discover what came next. Today, as a Strategic Partner with Schooley Mitchell, he helps businesses and organizations reduce operating expenses. As he puts it, "I get to help the past version of me."

This conversation is about taking chances, supporting your community, leading through uncertainty, and remembering that your identity is bigger than the work you do.

CONNECT WITH CHRISTIAN OLSON

Schooley Mitchell: https://www.schooleymitchell.com/office/colson/

LinkedIn: https://www.linkedin.com/in/christianolson33

FOLLOW TWIN CITY TALES

Podcast: https://twin-city-tales-podcast.cohostpodcasting.com/

Facebook: https://www.facebook.com/61574674384654/

Instagram: https://www.instagram.com/twincitytalespodcast/

POWERED BY TWIN CITY HEATING, AIR & ELECTRIC

Family-owned and locally operated. Proudly serving homeowners across the Twin Cities.

https://www.twincityheatingandair.com/

You can't go wrong with Wymond Wong on your Twin City Tales Podcast.