Most entrepreneurs know how to start… but very few know how to scale.

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.

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 structure required to reach $100M+ and even $1B.

If you’re serious about scaling your business, building a high-performance team, and stepping into true leadership, this episode shows you exactly what it takes.

Listen for more.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

Freedom begins when your money works harder than you do.

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.

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.

If you want to stop trading time for money and start building real, generational wealth, this episode will show you how to make the shift.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

If you can’t measure your freedom, you’ll never achieve it.

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. 

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.”

If you want a business that grows without you, not because of you, this episode will show you how to start building it.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

Built a business… but still stuck running it?

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 Owner Operating System and the six disciplines that redefine your role as you scale.

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 multiple assets is the key to real freedom.

If you want a business that runs without you — not because of you — this episode shows you how to make that move.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

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.

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 through the “profit account” habit, why protecting that account matters, and how your business should function as a cash engine that funds wealth creation, not just bigger monthly spending.

From there, we map the wealth triangle: business profits, cash flow control, and asset investments. We talk about turning profitability into outside assets like stocks, real estate, or other businesses, and why it’s smart to treat your family wealth plan like a real company with rules, meetings, and honest conversations at the dinner table. We also cover practical freedom metrics like passive income multiple and time leverage score, plus the founder progression from drawings to salary and bonus to dividends, so you start paying yourself like an investor.

If you want a business valuation, a clean exit strategy, and a life that doesn’t depend on you grinding forever, press play. Subscribe, share the show with a friend, and leave a review if this helped you think differently about profit and freedom.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

Most entrepreneurs start their business for freedom — but end up becoming the bottleneck.

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 — Direction, Delegation, Duplication, and Development — 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 you want your business to scale beyond you.

If you want a company that performs even when you step away — this episode will show you how to build it.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

“If it ain’t broke, don’t fix it” is killing your growth.

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.

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 people instead of a true operating system.

If you want a business that scales without collapsing — and eventually runs without you — this episode will show you how to build it.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

Built a successful business… but don’t feel free?

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. 

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 building an asset that’s scalable, saleable, and built for long-term wealth.

If you don’t want to own a job — you want to own an asset — this episode will show you how to make the shift.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

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.

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.

Subscribe and share this with the founder who’s still doing it all.

About Jeb Blount:
Jeb Blount is the Founder and CEO of Sales Gravy, a global sales training and coaching organization. He’s a bestselling author of 17+ books on sales and sales leadership, including Fanatical Prospecting, Sales EQ, Objections, The AI Edge, and The LinkedIn Edge. He’s also a keynote speaker and the host of the Sales Gravy podcast.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook

Most entrepreneurs try to scale by working harder. John Pennington scaled by changing the structure.

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.

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 mechanics of raising capital — from high-net-worth investors to institutions — and why you must become “institution-ready” before they take you seriously.

Subscribe, share it with the operator who keeps trying to do it all, and press play.

About John Pennington:
John Pennington is a serial entrepreneur and fund builder who has started 14 businesses and learned the hard way why most companies struggle to scale. His breakthrough came through building a general partnership / limited partnership fund platform across multiple asset classes — from real estate lending to multifamily, senior living, office, and industrial — ultimately helping grow a firm to $28B AUM and a public listing. He’s known for pairing structure with elite talent, using equity to attract high-level partners, and playing the long game to raise institutional capital.

About Brad Sugars
Internationally known as one of the most influential entrepreneurs, Brad Sugars is a bestselling author, keynote speaker, and the #1 business coach in the world. Over the course of his 30-year career as an entrepreneur, Brad has become the CEO of 9+ companies and is the owner of the multimillion-dollar franchise ActionCOACH®. As a husband and father of five, Brad is equally as passionate about his family as he is about business. That’s why, Brad is a strong advocate for building a business that works without you – so you can spend more time doing what really matters to you. Over the years of starting, scaling and selling many businesses, Brad has earned his fair share of scars. Being an entrepreneur is not an easy road. But if you can learn from those who have gone before you, it becomes a lot easier than going at it alone.

Please click here to learn more about Brad Sugars: https://bradsugars.com/

Build a Business That Gives You More Time, Money & Life:
Get The $100M Playbook: https://go.bradsugars.com/100m-playbook-ebook