This week’s Misfit Entrepreneur is Rome Madison. Rome is a dynamic speaker, author, and sales leadership expert who has spent over 20 years helping individuals and organizations build confidence, navigate uncertainty, and achieve bold, ambitious goals. He’s worked at the forefront of the precision medicine industry, leading high-growth teams, scaling startups, and navigating everything from massive success to corporate collapse and restructuring.
What makes Rome’s story so powerful is not just what he’s accomplished—but what he’s overcome. From facing adversity early in life to becoming a leader in business and a voice for confidence and resilience, he’s built a philosophy around what he calls becoming an “Everyday Superstar.”
Rome focuses on helping people increase confidence, embrace chaos, and rise and win—a message he’s delivered on global stages like CES and across major media platforms.
I’m excited to dig in with him on how confidence is engineered, how to use adversity as fuel, how to think like a media company to grow your brand, and what it really takes to win in business and life—especially when things get hard.
romemadison.com/
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After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at
www.MisfitEntrepreneur.com/SalesDrive
This week's Misfit Entrepreneur is Rod Khleif. Rod is a multiple serial entrepreneur, real estate expert, peak performance strategist and philanthropist who has built over 27 businesses across a 44 year career, several worth tens of millions of dollars. But what makes Rod's story really, truly stand out isn't just the success, it's the resilience. After building massive wealth and he lost 50 million plus during the 2008 crash only to rebuild again and come back even stronger. So from humble beginnings as a impoverished Dutch immigrant to becoming one of the country's top voices in business, mindset and real estate.
Rod has lived through both extraordinary wins and what he calls his seminars, which we're going to talk a lot about today, is termed really for failures that teach the biggest lessons. And so today, he's passionate about helping others develop the mindset, the psychology, the systems needed to thrive in business and life. And he's impacted millions through his podcast training and his philanthropic work with the Tiny Hands Foundation. I'm really excited for Rod to share his journey, how he rebuilt after losing it all, how to lead and thrive through crisis, the right mindset to take to your life, your business, and what it really takes to create lasting success and fulfillment.
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
This week’s Misfit Entrepreneur is Frank Sell. Frank is the founder of Get Sh*t Done Coffee and the driving force behind Home of the Hustle, a platform and community built around discipline, personal responsibility, and taking action to create the life you want.
While most people followed the traditional path of school, college, and a “safe” career, Frank knew early on that route wasn’t for him. With just $100, a VHS tape, and no mentors or handouts, he bet on himself, hit the streets, and learned through relentless hustle and real-world experience.
He’s since built multiple six-figure businesses and a brand centered around action, accountability, and rejecting the victim mindset. His message is simple but powerful—the American Dream is still alive for those willing to take ownership and do the work.
I’m excited to discuss how he built from nothing, and what it really takes to create your own path
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
This week’s Misfit Entrepreneur is Chris Miles. Chris is known as the Cash Flow Expert and the “Anti-Financial Advisor.” He’s built a reputation challenging traditional financial advice and showing entrepreneurs how to get their money working for them today, not decades down the road.
Chris has an incredible story. Not once, but twice, he achieved financial independence where his passive income exceeded his expenses. But his journey hasn’t been without setbacks. After the last recession, he found himself with over $1 million in debt—and instead of declaring bankruptcy, he rebuilt his financial life using the same principles he now teaches others.
Today, through his company Money Ripples, Chris helps entrepreneurs and professionals create cash flow and build passive income streams. Over the past 12 years, his clients have increased their cash flow by nearly $300 million.
I’m excited to speak with about why much of the mainstream financial advice doesn’t work for entrepreneurs, how to uncover hidden cash in your business and life, and the types of investments that can actually generate cash flow now.
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
Today, I want to talk about something that’s been circulating on X called The Dog Theory. And when I saw it, it hit me immediately because it connects directly to something I’ve believed and taught for years.
Here’s the idea: Dogs wake up every day excited to see the same people, eat the same food, and walk the same route.
And somehow… they’re happier than most humans. Think about that. Same bowl. Same house. Same walk. Same humans. And pure joy.
Meanwhile, we as entrepreneurs are constantly chasing the next upgrade. Bigger deal. Better city. Better house. Better tech stack. Better everything.
But what if happiness doesn’t come from “more”? What if it comes from “enough”?
And what if our urge to constantly change things — what I call the chaos switch — is actually sabotaging us?
Let’s break this down.
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
This week’s Misfit Entrepreneur is Vick Tipnes. Vick is a self-made entrepreneur, investor, author, and mentor best known as the founder and CEO of Blackstone Medical Services, one of the largest providers of home sleep testing in the United States and a company that has made the Inc. 5000 list five years in a row.
What makes Vick’s story especially compelling is where it began. At one point, he had just $78 in his bank account and was facing enormous personal challenges. From those beginnings, he rebuilt his life and went on to build multiple companies, including Tipnes Capital and Tipnes Health, growing his businesses into organizations with hundreds of employees and millions in revenue.
Along the way, he’s become known for his philosophy of building what he calls the “Maximum Life”—success not just in business, but in relationships, personal growth, and impact.
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
What if most of your frustration isn’t caused by other people… but by the story you’re telling yourself?
In this solo episode, Dave explores a powerful concept from the Chinese sage Zhuangzi known as The Empty Boat Theory — and why it may be one of the most important emotional mastery lessons an entrepreneur can learn.
As leaders, we constantly interpret events: a missed email, a lost deal, a short reply, a delayed response. But are those boats actually steered at you — or are they empty?
Learning the difference can transform how you lead, react, and perform under pressure.
In this episode, you’ll learn:
-Why high performers often confuse impact with intent
-How personalization drains energy and weakens leadership
-The simple question that can prevent years of resentment
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
This week’s Misfit Entrepreneur is William Milliken. Let me ask you something. What if scooping dog poop could make you a millionaire? That’s not a joke—it’s exactly what William Milliken has done as the founder and president of Swoop Scoop, one of the fastest-growing professional dog waste removal companies in the country. But he didn’t stop there. William also created Poop Scoop Millionaire, a top-ranked online community that has helped thousands of entrepreneurs start and grow their own service businesses, many with less than $1,000.
Ranked #6 on the Inc. 5000 list for fastest-growing consumer service companies, and featured by influencers like Codie Sanchez, Alex Hormozi, and Iman Gadzhi, William is a true Misfit Entrepreneur. He turned a “dirty job” into a multi-million-dollar empire—while building one of the most engaged communities on the Skool platform.
In this episode, we’re going to dig into:
How he built a 7-figure business from almost nothing
What it takes to scale in a service industry
Why undervalued niches hold massive potential
And what it means to lead a purpose-driven company in a market few take seriously
Get ready to rethink what opportunity looks like.
Poop Scoop Millionaire Skool
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
This week’s Misfit Entrepreneur is Bob Bush Jr. As a senior investment executive with over $30 billion in global transactions under his belt, Bob has done business around the world—from New York to Nairobi, from Beijing to the Middle East.
But what makes him truly special is how he’s brought his Wall Street expertise into the world of impact-driven entrepreneurship as the co-founder of Mutombo Coffee. Partnering with Hall of Famer Dikembe Mutombo, Bob is building more than a coffee company—he’s creating a global movement around ethical sourcing, circular economies, and sustainable investing.
I’m excited to dig into how values and profit can go hand in hand, what it takes to scale a business across continents, and why risk might be your best teacher.
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive
Hello Misfit Entrepreneurs! Welcome to another edition of "Lessons for Hannah!"
Many years ago, I introduced a new format that alongside our regular episodes called “Lessons for Hannah.” Hannah is my daughter and one of the main inspirations for the Misfit Entrepreneur. I wanted to have a place where she could go and learn from her daddy and his Misfit friends throughout her life….even after I am gone. If you haven’t listened to the first episode of "Lessons for Hannah," I urge you to as it gives some more background and tells the amazing story of how Hannah came to be in our lives.
Lessons for Hannah are short, very useful, and sometimes comical lessons, that I want to share with you and give to Hannah to help in your lives. Because I want Hannah to have these for her life, I’m going to speak as though I am talking directly to her. These episodes are a lot of fun and if you think there is a lesson that we should include in these episodes, please don’t hesitate to send it over to us at support@misfitentrepreneur.com. We’d love to share it.
Show Sponsors:
GET YOUR FREE COPY OF THE MISFIT CODE - 21 UNCOMFORTABLE TRUTHS FROM 450+ WORLD CLASS ENTREPRENEURS!
After interviewing 450+ founders, CEOs, and operators, one thing became clear: the people who win don’t follow the traditional playbook — they operate by a different set of rules.
Here is what you will learn in The Misfit Code:
✔ The patterns that show up over and over — no matter the industry
✔ The execution behaviors that separate builders from talkers
✔ How top performers make decisions when certainty doesn’t exist
✔ The truth about momentum, discipline, and follow-through
✔ Why most advice sounds good — but fails in the real world
WWW.MISFITENTREPRENEUR.COM/TRUTHS
Entrepreneurs, what if there was a way to know you were hiring the best salespeople to drive your business? How much would that help your success? Well, with SalesDrive's DriveTest, you can! Drive is composed of three non-teachable traits shared by all top producers: Need for Achievement, Competitiveness, and Optimism. You can get a FREE DriveTest assessment to help you in your hiring efforts at www.MisfitEntrepreneur.com/SalesDrive