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

EPISODE · May 6, 2025 · 38 MIN

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

from Evolve Leadership · host Angus Nelson

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/🔗 Follow Us:YouTube: https://www.youtube.com/@angusnelson.coachingLinkedIn: https://www.linkedin.com/in/angusnelsonFacebook: https://www.facebook.com/angusnelson.fanpageInstagram: https://www.instagram.com/angusnelsonStay connected with us for more insights and strategies to elevate your leadership and create a truly wealthy life. Subscribe now on your favorite podcast platform!

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/🔗 Follow Us:YouTube: https://www.youtube.com/@angusnelson.coachingLinkedIn: https://www.linkedin.com/in/angusnelsonFacebook: https://www.facebook.com/angusnelson.fanpageInstagram: https://www.instagram.com/angusnelsonStay connected with us for more insights and strategies to elevate your leadership and create a truly wealthy life. Subscribe now on your favorite podcast platform!

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

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Solving for Change MOBIA Technology Innovations Solving for Change welcomes business and technology leaders to share stories of bold business transformation within complex organizations. In an era when technology and markets are changing around businesses, the key to staying competitive is to evolve in response to those changes.  MOBIA’s Mike Reeves and Marc LeBlanc investigate business transformation, deconstructing the challenges, ambitions, and market disruptions that drive companies to embark on transformation journeys, and exploring their unique approaches to achieving meaningful outcomes.  What sparks leaders to pursue business transformation? How do they overcome the challenges along the way? What are the keys to creating enduring change?  Through in-depth conversations with business and technology leaders, Mike and Marc answer these questions and explore how businesses evolve by pulling four key transformation levers: people, process, technology, and culture. Wild WinsDay Wild WinsDay Pump the hump with WILD WINSday 🐪💪: Your 3-minute weekly video boost for leadership, sales, marketing, and business breakthroughs to WIN the day! Leading From All Sides Abbie Mirata Discover the various styles of leadership, from leading at the forefront to steering from behind, rising to the top or empowering from the bottom. We'll explore horizontal and vertical leadership, leading through your brand, and even leading in your most intimate relationships. Join me in engaging conversations with special guests who are leaders in their careers, communities, and families. Gain insights, perspectives, and invaluable lessons that challenge traditional notions of what it means to lead. Thriving Woman Natasha Kredl Thriving Woman is the podcast where woman gather to come learn, grow & evolve. We love personal growth without "the work" or the perfectionism. Our pillars consists of being HEALTHY AF, CREATIVE & CONNECTIVE and FIERCE & FLEXIBLE. We discuss mental health, the pursuit of joy, emotional maturity, partnerships, womanhood, motherhood & postpartum, money & biz, self expression, nervous system & so much more. Postpartum Confessionals is also a series we have going on weekly to support women navigate their motherhood experience without shame or judgement.

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This episode was published on May 6, 2025.

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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...

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