Why You Should Buy a Business Instead of Starting One with Jory Evans (Part 1)

In Episode 244, Kelly Kennedy welcomes back powerhouse entrepreneur and Built to Lead podcast host Jory Evans for a bold conversation that challenges conventional business thinking. Jory shares how he scaled Evans Trucking from a single unit into a diversified empire with over 100 trucks, a heavy-duty mechanic shop, and a construction company — all rooted in disciplined leadership and a values-driven approach. But the real gold? Jory reveals why buying a business can be a smarter, faster path to success than starting from scratch — and how he’s leveraging acquisitions to scale even further.

This episode dives deep into the mindset, discipline, and execution required to grow during downturns, navigate economic pressure, and turn chaos into momentum. Jory breaks down the realities of vendor financing, why most self-help never gets applied, and the critical difference between learning and doing. If you’ve ever considered acquiring a business or want to understand what real growth looks like in 2025, this is a must-listen conversation packed with actionable insight.

Key Takeaways:

1. Buying a business can be less risky and more strategic than starting one from scratch, especially in a buyer’s market with aging business owners looking to exit.

2. Execution matters more than information — most people consume self-help and business content but never apply it. Discipline and follow-through are what create real growth.

3. Vendor financing is a powerful acquisition tool, allowing buyers to structure win-win deals while keeping sellers invested in the business's success post-sale.

4. Writing things down is the first step to execution — it turns ideas into actions and creates lasting momentum.

5. Your business will never outgrow you as a leader — personal development and intentional growth are essential if you want your company to scale.

6. Downturns are the best time to grow — while others pull back, leaning in with momentum and clarity can position you to dominate when the market rebounds.

7. You don’t need to reinvent the wheel — acquiring a business with proven systems, clients, and revenue is often a smarter path than starting from zero.

8. Carbon tax and government policy have a direct and devastating impact on logistics and food costs, and leaders must understand how these forces affect their industry.

9. The fastest growth happens when you combine operational experience with strategic insight — knowing your numbers, your levers, and your people is non-negotiable.

10. You must evaluate every acquisition based on synergy, upside, and culture — if it doesn’t align with your values or offer true value-add, walk away.

Companies mentioned in this episode:

1. Evans Trucking
2. Built to Lead
3. Capital Business Development

To explore upcoming business development courses, one-on-one coaching opportunities, and to join our private community of entrepreneurs, business developers, and growth-focused leaders — visit kellykennedyofficial.com. Inside, you'll find access to The Catalyst Club, our exclusive members-only private network where we connect, collaborate, and grow together through live events, coaching, and powerful peer support. Whether you're looking to sharpen your skills or scale your business, this is where serious builders come to win.

Mentioned in this episode:

Hyperfab Midroll