What does it take to build a multi-generational bulk trucking company from the ground up? In this episode, Jared Flinn sits down with Dan and Ryan Redding of RC Trucking and Redding Transportation to unpack their incredible growth story—from humble beginnings hauling grain with just a few trucks to running over 70 units and expanding their brokerage. Dan shares how his father founded the company with a close friend, the family’s transition out of hog farming, and the pivotal moment he rejoined the business in 2008 to scale operations. Ryan opens up about how implementing BulkTMS streamlined dispatching and invoicing, improving cash flow and reducing administrative hours dramatically.

We dive into how the Redding family navigates the unique challenges of running a family business, why they pushed each generation to “earn” their seat, and how they’ve maintained driver retention for over a decade. Dan also reflects on speaking at the Bulk Freight Conference, where he candidly addressed shippers about wait times—creating one of the most memorable moments of the event.

Whether you’re looking to grow your fleet, implement better systems, or strengthen family business dynamics, this episode delivers valuable insights and inspiration.