The $100M Entrepreneur Podcast
Hosted by Brad Sugars, founder of ActionCOACH, the world’s #1 business coaching company, The $100M Entrepreneur is where ambitious business leaders come to learn how to scale, grow, and transform their companies.Brad sits down with global entrepreneurs, investors, and business experts, including Gary V, Simon Squibb, Daniel Priestley, and more, to uncover the strategies, systems, and mindset that take businesses from startup to $100 million and beyond.The $100M Entrepreneur is more than a podcast. It is a space to dream boldly, think strategically, and take action, a place for entrepreneurs to gain insight, inspiration, and practical tools to build la...
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Why What Got You to $1M Won’t Get You to $100M
<p>Most entrepreneurs know how to start… but very few know how to scale.</p><p>In this episode of The $100M Entrepreneur Podcast, Brad breaks down the exact roadmap from your first $1M to $10M, $100M, and beyond. The skills that get you to your first million won’t get you to the next level—and if you don’t evolve, you’ll stay stuck.</p><p>Learn when to stop being the “rockstar” operator, how to build systems that scale, and why great CEOs shift from giving answers to asking better questions. Brad also reveals the leadership frameworks and team struc...
Earn. Extract. Invest. The Formula for Financial Freedom
<p>Freedom begins when your money works harder than you do.<br/><br/>In this episode of The $100M Entrepreneur Podcast, Brad breaks down the real difference between building a business and building wealth. He introduces the “earn, extract, invest” flywheel — and explains why leaving all your profits inside your business is one of the biggest mistakes entrepreneurs make.<br/><br/>You’ll learn how to turn business income into a personal wealth engine, the key differences between business owners and true entrepreneurs, and how to start building passive income that funds your lifestyle.<br/><br/>If you want to stop tra...
If You Can’t Measure It, You Don’t Have It: The 90-Day Freedom Test
<p>If you can’t measure your freedom, you’ll never achieve it.</p><p>In this episode of The $100M Entrepreneur Podcast, Brad breaks down how top CEOs turn “freedom” from a vague idea into a measurable, actionable target. He introduces the freedom scorecard — covering autonomy, liquidity, leadership depth, and lifestyle control — and explains how to track exactly how dependent your business is on you. </p><p>You’ll learn why most businesses stall between 0–30 days of independence, how to push toward 90 days without involvement, and the key metrics to uncover your biggest “freedom gaps.”</p><p>If you want a business that...
The Mindset Shift: Why Doing Less Can Grow Your Business Faster
<p><b>Built a business… but still stuck running it?</b></p><p>In this episode of The $100M Entrepreneur Podcast, Brad breaks down the shift from operator to owner to investor — and why your ego can quietly hold you back from stepping out of the day-to-day. He introduces the <b>Owner Operating System</b> and the six disciplines that redefine your role as you scale.</p><p>You’ll learn what leadership looks like when you’re no longer the one in charge, how to measure your impact as a chairperson, and why shifting your focus from one business to multi...
You Can Be Rich and Still Not Free: How to Turn Business Profit into Real Wealth
<p>You can build a multi-million dollar business and still feel financially stuck. That’s the uncomfortable truth we’re tackling today: business freedom and financial freedom are not the same thing, and confusing them is how founders end up with great revenue but no real independence.<br/><br/>We break down the simple rule that changes everything: if your income stops when you stop, it’s active income. Active income can get you to your first million, but it won’t carry you to true freedom unless your business produces real profit that you consistently pull out and invest. I walk t...
The Founder Bottleneck: How to Build a Business That Grows Without You
<p>Most entrepreneurs start their business for freedom — but end up becoming the bottleneck.<br/><br/>In this episode of The $100M Entrepreneur Podcast, Brad breaks down how to build a team that doesn’t just run the business, but actually grows it without you. He walks through the four stages of leadership development — <b>Direction, Delegation, Duplication, and Development </b>— and explains why many founders stay stuck managing tasks instead of building leaders. You’ll learn how accountability really works inside high-performing companies, how to identify and develop A-players, and why clear goals, transparent metrics, and leadership systems are essential...
If It Ain’t Broke… Break It: How to Scale Without Collapsing
<p>“If it ain’t broke, don’t fix it” is killing your growth.<br/><br/>In this episode of The $100M Entrepreneur Podcast, Brad breaks down the Systems Maturity Model — the five stages every scaling business moves through, from chaos to autonomy. He explains why the systems that got you to $1M won’t get you to $10M, and why you must break your own systems before the market breaks them for you.<br/><br/>You’ll learn the five levels of systems maturity (Chaos → Consistency → Scalability → Optimization → Autonomy), how to identify bottlenecks slowing your growth, and why most businesses run on good...
The Freedom Pivot: The Operator → Owner → Investor Shift
<p>Built a successful business… but don’t feel free?<br/><br/>In this episode of The $100M Entrepreneur Podcast, Brad breaks down the “Freedom Pivot” — the shift from operator to owner to investor. He explains why what got you to $1M won’t get you to $10M, how growth can quietly trap you, and why real freedom isn’t just about money — it’s about time, choice, and control. </p><p>You’ll learn the three stages of business evolution, how to eliminate bottlenecks, and why systems × leadership create freedom, along with practical strategies for auditing your calendar, redesigning decision flow, and bui...
You Can’t Scale Chaos: The Systems Required to Reach $100M with Jeb Blount
<p>Most companies don’t stall before $100M because of strategy — they stall because the founder can’t see the business at $100M, and the team feels that ceiling.<br/><br/>In this episode of The $100M Entrepreneur Podcast, Brad Sugars sits down with Jeb Blount to break down what it really takes to scale: building momentum, moving fast, and replacing “sales heroes” with a repeatable sales system (recruiting, onboarding, ramp time, comp, playbooks, and leadership). They also dig into when growth requires acquisition — and why you can’t scale chaos.<br/><br/>Subscribe and share this with the founder who’s still do...
Go Big Once: The Mindset Behind Building Generational Wealth with John Pennington
<p>Most entrepreneurs try to scale by working harder. John Pennington scaled by changing the structure.</p><p>In this episode of The $100M Entrepreneur Podcast, Brad Sugars sits down with John Pennington — a 14-time entrepreneur who built a fund platform that snowballed into $28B in assets under management, 1,000 employees across 33 states, and a New York Stock Exchange listing.</p><p>They break down what actually makes growth “unstoppable”: why a fund structure scales when most businesses stall and how to recruit people who are smarter than you by offering ownership instead of a paycheck. John also explains the real mechan...
