The Journey Podcast

Todd Waldron, Brokerage, Trucking, and Tech All in One Career

Episode Summary

If you've ever wondered how someone goes from brokering freight to leading tech innovation at one of the industry's biggest platforms, this episode will change how you think about career growth in transportation. Todd Waldron didn't just work in logistics—he mastered every level of it. From the high-energy cubicles at CH Robinson, to opening JB Hunt's Minnesota brokerage branch, to transforming a 40-year-old trucking company, to now shaping carrier experience at TruckStop—Todd's 17-year journey proves that great leaders are built through relentless learning and adaptation.

Episode Notes

If you've ever wondered how someone goes from brokering freight to leading tech innovation at one of the industry's biggest platforms, this episode will change how you think about career growth in transportation.

Todd Waldron didn't just work in logistics—he mastered every level of it.

From the high-energy cubicles at CH Robinson, to opening JB Hunt's Minnesota brokerage branch, to transforming a 40-year-old trucking company, to now shaping carrier experience at TruckStop—Todd's 17-year journey proves that great leaders are built through relentless learning and adaptation.

 

If you've ever thought:

This conversation will give you the blueprint.

 

Todd shares honest insights about:

 

TAKEAWAYS:

 

Whether you're in brokerage, running trucks, building tech, leading a team, or just trying to level up your career, this episode is packed with hard-earned wisdom.

 

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CHAPTERS:

 

RESOURCES:

Good to Great by Jim Collins

https://www.amazon.com/dp/0066620996

 

Do More Better by Tim Chalies

https://www.amazon.com/dp/1950523774

 

Five Dysfunctions of a Team by Patrick Lencioni

https://www.amazon.com/Five-Dysfunctions-Team-Leadership-Fable/dp/0787960756

 

TruckStop Platform

https://truckstop.com

 

JB Hunt 360 Marketplace

https://www.jbhunt.com/360/

 

Q Carriers

https://qcarriers.com

 

CONNECT WITH TODD WALDRON:

LinkedIn: https://www.linkedin.com/in/todd-w-21897b19/

Website: https://truckstop.com

 

FOLLOW JOURNEY:

Instagram: @journeydelivers

Twitter/X: @journeydelivers

TikTok: @journeydelivers

 

LISTEN & SUBSCRIBE:

🎧 Apple Podcasts: https://buff.ly/d9QupIc

🎧 Spotify: https://buff.ly/rm6ZRT0

🎥 YouTube: https://buff.ly/Vf0w739

 

ABOUT THE JOURNEY PODCAST

Welcome to The Journey Podcast, where we talk freight, sales, tech, the market and everything in between. Hosted by Will Jenkins, CEO and Founder of Journey, this show pulls from years of building & scaling freight brokerages along with the work our team does with hundreds of clients. We break down how brokers grow, how teams sell, how leaders hire, and what it takes to perform at a high-level in this industry.