Why Most Entrepreneurs Suck at Selling Their Own Stuff — and How to Fix It — with Scott Leese #133

Welcome to the Evolve Leadership Show, where we provide powerhouse success strategies to high-performers who want to create and sustain generational wealth.

🔍 In this Episode:

In this episode, Angus Nelson is joined by Scott Leese, one of the most successful startup sales leaders in the country. With 11 exits and experience leading over a dozen unicorn startups, Scott shares his personal journey—from surviving a life-threatening illness to building an empire through simplicity, grit, and heart-centered leadership. Together, they dive deep into how sales is a vehicle for helping people, the mindset shifts needed to sell your own expertise, the foundations of a successful sales organization, and how to lead in today’s modern, AI-driven marketplace.

✨ Highlights:

[00:00:43] From hospital patient to startup legend: Scott’s remarkable sales journey.

[01:24:00] Why urgency and simplicity are Scott’s superpowers in leadership.

[02:15:00] “Better people sell better”—Scott’s human-first approach to sales.

[03:50:00] How sales became Scott’s way to help people and rewrite his life story.

[05:57:00] How psychology, belief, and resilience create sales excellence.

[08:11:00] Why faith and mindset matter in a high-rejection industry.

[10:56:00] The mindset shift required to sell your own expertise.

[12:44:00] How to separate personal worth from sales rejection.

[14:11:00] The “ditch digging” most founders skip—and why it costs them.

[17:26:00] Why scaling from $1M to $50M requires solid processes and alignment.

[21:00:00] The new reality of modern sales leadership: less support, more tools.

[22:21:00] Managing in a remote-first world and stepping down from the “VP tower.”

[23:53:00] Why using AI isn’t optional—it’s your competitive edge.

[25:50:00] Balancing business, parenting, and legacy-building without doing it all alone.

[28:51:00] How staying in your zone of genius lets you scale without burnout.

🚀 Ready to Transform YOUR Business?

Explore coaching options with Evolve Leadership to transform your mindset and achieve 10x growth. Visit our website for more information:

http://evolveleadership.org/

💻 The Entrepreneur Wealth Predictor:

Top multi-million dollar entrepreneurs excel in 6 areas: Where do you stand?

https://evolveleadership.scoreapp.com/

📚 About Our Guests:

Scott Leese is a three-time bestselling author, elite sales leader, and founder of Scott Leese Consulting, Surf & Sales, and Thursday Night Sales. He’s built and scaled numerous high-growth startups, trained thousands of salespeople, and brings heart-centered wisdom to modern leadership. Learn more at https://www.scottleeseconsulting.com/ and connect on LinkedIn at https://www.linkedin.com/in/scottleese/

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