
The Elite Entrepreneurs Podcast
If you’re one of the 3-5% of entrepreneurs that’s grown their business to seven figures in revenue, congratulations! You are an ELITE entrepreneur. Few people can say they’ve accomplished what you have. I’m sure that success hasn’t stopped you from wondering: What’s the next step?
Getting from six to seven figures is a commendable and extremely difficult feat, but it’s not smooth sailing after you clear the $1 million mark. If you’re like a lot of entrepreneurs, you’re probably encountering a host of new problems you’ve never fought through before. Leadership changes, vision changes, and you might find yourself wearing ten hats in a given day. That climb up to $10 million seems insurmountable, right?
Welcome Brett Gilliland, your host of the Elite Entrepreneurs podcast. Brett Gilliland is Founder and CEO of Elite Entrepreneurs, a company that specializes in giving $1M+ business owners the knowledge, processes and tools to grow to $10M and beyond. Brett is an expert in organization development, leadership and strategy and spent 10 years helping Infusionsoft grow from $7M in revenue to over $100M. Brett was involved in the foundational work of Purpose, Values and Mission at Infusionsoft and facilitated the strategic planning process for many years.
Latest episodes

Mar 25, 2025 • 30min
Scaling Leadership Skills in Business with Cynthia Kay
In this episode of the Seven Figure Journey podcast, veteran business owner and media expert Cynthia Kay shares invaluable lessons from her 37+ years running a media production and communications consulting company. From leading multi-generational teams to the art of storytelling in business, Cynthia dives deep into what it truly takes to scale leadership and communication as your business grows.

Mar 24, 2025 • 26min
How Principles Build Lasting Businesses – Thomas Heers
In this inspiring episode of the Elite Entrepreneurs Podcast, we sit down with Thomas Heers, a seasoned entrepreneur with decades of experience building businesses, including Utah’s iconic Cliffside Restaurant. Tom shares the timeless business principles that guided him through both spectacular successes and failures. His heartfelt lessons on leadership, guest experience, and legacy building are a must-listen for any entrepreneur.

Mar 24, 2025 • 42min
How to Navigate Smart City Policy with Matt Curtis
In this episode of Seven Figure Journey, Matt Curtis from Smart City Policy Group shares his journey from public service to helping cities navigate rapid technological changes. Discover the surprising challenges cities face with short-term rental compliance, how emerging technologies reshape city policy, and why purpose-driven leadership is the key to growth.

Mar 22, 2025 • 45min
Building Leaders, Not Just Teams — John Mizzi Reveals How
In this episode of the Seven Figure Journey podcast, John Mizzi, CEO of Vero Technologies, dives deep into the challenges of scaling a SaaS business while protecting team culture, avoiding burnout, and making strategic hires. Discover the frameworks Vero uses to manage rapid growth, maintain customer excellence, and empower internal leaders without losing sight of their startup values.

Mar 21, 2025 • 46min
Why Revenue Means Nothing Without This | Connor Pera
Connor Pera, owner of The Print Authority and a savvy entrepreneur, shares his journey in acquiring and scaling a seven-figure print business. He discusses the crucial difference between revenue and cash flow, emphasizing that one doesn't mean much without the other. Connor dives into the importance of strategic leadership and building a capable team while navigating the challenges of a digital marketplace. He advocates for empowering creativity within organizations to achieve substantial growth and drive business transformation.

Mar 11, 2025 • 32min
From Cop Jason Smith’s Million-Dollar Business Journey
What does it take to grow a business beyond seven figures? In this episode of the Seven Figure Journey Podcast, we sit down with Jason Smith, founder of Spotlight Social, who went from being a police officer in LA to running a successful social media agency.

Mar 10, 2025 • 21min
Vadim Peskov on AI, Business Growth, and the Future of Work
Embracing AI isn’t an option—it’s a necessity. In this episode of the Elite Entrepreneurs Podcast, host David Gilliland sits down with Vadim Peskov, founder of Diffco and a leading AI expert, to discuss how businesses can leverage artificial intelligence to stay competitive.

Mar 9, 2025 • 21min
How to Dominate a Male-Dominated Industry
How do you scale a business from scratch and disrupt an industry?In this episode of the Seven Figure Journey Podcast, we sit down with Ashlyn Hadden, founder of Ashlyn Hadden Insurance, to uncover how she went from banking to leading a multimillion-dollar insurance agency.

Mar 6, 2025 • 30min
Scaling a Business Without Losing Its Soul
Veronica Shelton, co-founder of Oak Theory, a successful design studio, shares her inspiring journey from freelancer to multi-million-dollar entrepreneur. She discusses the vital role of delegation and smart hiring to scale operations while preserving company culture. The conversation highlights the significance of community support in leveraging technology and AI, and addresses the emotional challenges of transitioning to advisory roles in leadership. Veronica also emphasizes investment in future leaders and the importance of adaptability, especially for women in tech.

Mar 6, 2025 • 25min
How Waterfront Innovation is Changing the Future
Dena Prastus, the founder of Indigo River, a firm specializing in waterfront infrastructure and climate resilience, shares her inspiring journey from Anchorage to entrepreneurship. She discusses innovative architectural strategies addressing climate change and rising sea levels. Dena emphasizes the importance of transparency in cultivating culture and trust within companies. She delves into adapting leadership styles for growth and highlights resilience as key to both personal and professional success, advocating for sustainable solutions that benefit future generations.
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