From Bales to Business: Jesse Bounds’ Grit-Fueled Rise in Farming, Trucking, and Coaching

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Meet Jesse Bounds — a farmer, hay exporter, trucking company owner, business coach, and content creator from Eugene, Oregon whose story is rooted in grit, growth, and generosity. Whether you’re hauling hay, managing freight, or building a business from the ground up, Jesse offers a no-nonsense blueprint for success in life and leadership.

A Young Entrepreneur with Big Vision

At just 16, Jesse started working on a grass seed farm after his parents divorced. By high school, he’d already bought his first hay baler — a pivotal move that sparked what would eventually become the Bounds Hay Company. Now, his operation includes massive storage barns, a hay bale press, hay squeezes, and a 110-foot truck scale, exporting premium hay daily to Korea and Japan.

🚜 Learn more about hay export logistics through DPA Auctions, where industry professionals like Jesse maximize their reach.

Classic Trucks and a Lasting Legacy

The foundation of Jesse’s second flagship venture, Jesse Bounds Trucking, is a fleet of orange-painted rigs — a nod to Peterbilt tradition. The heart of the fleet? A refurbished 1986 Peterbilt 259 shoot hood, lovingly restored with a close friend who has since passed. It’s more than a truck — it’s a symbol of Jesse’s dedication to honoring relationships and building legacies.

🛻 Explore the impact of legacy equipment in agriculture on Farm4Profit’s YouTube channel.

Ten Four Coaching: Turning Hustle into Strategy

Jesse’s coaching platform, Ten Four Coaching, helps entrepreneurs stop spinning their wheels and start scaling strategically. His offerings include:

  • Baler School: A hands-on workshop for hay producers

  • Finance Workshop: Targeted tools for entrepreneurs under financial stress

  • Real-world systems to break through business plateaus

  • Actionable frameworks to drive revenue and long-term growth

A Shot of Passion: Bounds Coffee

Because building an empire isn’t all spreadsheets and diesel, Jesse also opened Bounds Coffee in Junction City, Oregon — a local favorite for smoothies, espresso, and Lotus energy drinks. It’s proof that passion projects can fuel business momentum and community connection alike.

Jesse Bounds’ Top 5 Actionable Tips for Entrepreneurs

  1. Buy smart, build lean – Invest in what makes you money, not what makes you look busy.

  2. Turn pain into purpose – Use every setback as a stepping stone for growth.

  3. Legacy > Luxury – Create something that lasts longer than the shine.

  4. Document your journey – Your story matters. Share it.

  5. Systems save sanity – Automate what you can. Delegate what you should.

Whether you’re farming 40 acres or running a multi-state trucking business, Jesse Bounds proves that success doesn’t come from shortcuts — it comes from showing up, pushing forward, and staying true to your values.

🎧 Listen to the full episode now on Farm4Profit:
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