Driven To Win
Driven To Win is the podcast for entrepreneurs who refuse to choose between building a successful business and building a strong family.
Hosted by serial entrepreneur Chaz Wolfe, the show is built for business owners who want to scale their companies, lead stronger teams, and create a life that wins both at work and at home. Chaz built and scaled multiple businesses by his late twenties, becoming a millionaire by 29 and a multi-millionaire soon after through ventures in franchising, home services, real estate, and online education. His approach centers on leadership, systems, and structure that allow businesses to grow without the owner carrying all the weight.
On Driven To Win, Chaz sits down with elite entrepreneurs, business leaders, authors, and operators to break down the real strategies behind growth. These are not surface level conversations. Each episode focuses on the practical disciplines required to build companies that run through strong leadership, clear structure, and effective sales systems.
But business success is only half the conversation.
Driven To Win is built around the belief that true success means winning in all areas of life. That includes business, family, health, faith, and lifestyle. Through honest conversations and practical insights, the show challenges entrepreneurs to build businesses that support their family life instead of competing with it.
Listeners will learn how to:
• Scale a business through leadership and systems
• Develop stronger sales and operational discipline
• Build teams that reduce owner dependence
• Lead their family with the same intentionality they lead their company
• Create a legacy that lasts beyond the business
Whether you are building your first company or scaling an established business, Driven To Win delivers clear strategies and real conversations with leaders who are committed to growth in every area of life.
If you are serious about building a business that creates freedom instead of pressure, this podcast is for you.
Episodes
43 episodes
474 | He Was Hours From Death, Lost Everything, and Rebuilt. Peter Goldstein on the Real Cost of Winning.
During the Great Recession, Peter Goldstein lost his business, his real estate portfolio, and his marriage within three years. He also had a 90 percent blockage in his lower left ventricle and was hours away from dying. He was in his late forti...
475 | He Turned Down $600M. Then the FBI Raided His Office. Jeremy Delk on What Happened Next.
Jeremy Delk grew up in a small town in Bardstown, Kentucky, lost his father at seven years old, left a Wall Street job paying twice what both his parents earned combined, and built multiple multimillion-dollar companies across industries with n...
476 | Their Parents Took Out a $200K Second Mortgage to Fund Their Dream. Here Is What Happened Next with Jesse & Joel Worcester
Jesse and Joel Worcester grew up in a pastor's household in Oregon. Lower middle class, not much money, dad who talked openly about financial stress. Joel wanted to play in the NBA and take care of his mom. Jesse just wanted to compete. What th...
477 | Treat Your Sales Team Like a Pro Sports Roster. Ryan Groth on Recruiting, Leading, and Winning.
Make More Money. Work Less. Win At Home.Ryan Groth is a former professional baseball player who walked away from the game and discovered that everything he knew about team performance, recruiting, coaching, and culture applied directly t...
478 | He Had No Idea How to Run a Business. He Built 7 Franchise Locations in 4 Years Anyway With Chaz & Jake
Make More Money. Work Less. Win At Home.Chaz Wolfe was a college dropout who had never read a P&L when he sat down with a business broker at 24 to evaluate his first acquisition. He asked the broker to explain what a P&L even was...
479 | One Is 18 Years Married. One Is Twice Divorced. Two Entrepreneurs on the Most Important Decision You Will Ever Make With Chaz & Jake
Make More Money. Work Less. Win At Home.Jake Isaacs' dad hung a poster on his bedroom wall when Jake was eight years old. It was called 21 Suggestions for Success by H. Jackson Brown Jr. #1 on the list: Marry The Right Person...
480 | He Applied for 64 Credit Cards at 21 and Cash Advanced $97K. Here Is What Happened Next with Fernando Angelucci
Fernando Angelucci graduated from University of Illinois with an engineering degree, landed a job at Dow Chemical with a pension, a 401K, a truck, and an expense account, and was completely miserable within six months. Thirteen months into the ...
482 | $0 to $1.73M in 12 Months: The 6 Steps Chaz Wolfe Used to Build His Remodeling Company from Scratch
Make More Money. Work Less. Win At Home.Chaz Wolfe launched a remodeling company in early 2023 knowing nothing about construction. He had never swung a hammer on a client job. He did not know the trades. What he knew was how to build a t...
483 | Most Entrepreneurs Are Wasting a Full Week Every Month. Joe Rare on What to Delegate First.
Make More Money. Work Less. Win At Home.If you are spending two hours a day checking email, you are losing a full week every month to a task someone else could handle for $10 an hour. Joe Rare figured this out early, outsourced everythin...
484 | Shiny Object Syndrome Is Killing Your Business. Brian Decker on Focus, Wealth, and the Bitcoin Cycle
Make More Money. Work Less. Win At Home.Brian Decker turned $500,000 into $7 million in crypto in under 12 months. The cycle before that, he turned $50,000 into $400,000. This is not luck and it is not gambling. It is a data-driven appro...
485 | He Took a One-Way Ticket to Florida with Two Suitcases and Built a 200-Location Franchise Empire With Charles Bonfiglio
Make More Money. Work Less. Win At Home.Charles Bonfiglio left Brooklyn at 21 years old with two suitcases, a one-way plane ticket to Florida, and a dream of opening a car stereo shop. He could not get a loan. He could not get a landlord...
486 | Work-Life Balance Is a Lie. Here Is What High-Performing Entrepreneurs Do Instead With Chaz & Jake
Make More Money. Work Less. Win At Home.Most business owners have been chasing the wrong thing. Work-life balance sounds reasonable until you actually examine it. Balance implies that to give more to one area, you have to take from anoth...
481 | 6 Personal Habits That Are Quietly Killing Your Business (And How to Fix Them) With Chaz Wolfe
Most contractor business owners are looking for the next system, the next hire, or the next revenue strategy. What they are not looking at is the personal habits that are quietly capping everything they are trying to build.Chaz Wolfe has...
487 | He Built a $100M+ AI Company From a Cabin in the Woods With Richard White
Richard White built the number one rated AI tool across 100,000 products on G2 with zero marketing spend, a team of three engineers for most of the company's life, and a single growth metric: 4% better every week. That compounds to 7x per year....
488 | If Your Marriage Is Struggling, Your Business Has a Ceiling. Here Is How to Fix Both With Austin Holt
Most contractor business owners treat their marriage like a hobby and their business like a lifestyle. Austin Holt says that gap is exactly why both are underperforming.Austin is the founder of Conscious Christian Marriage, a certified m...
489 | He Has Parkinson's. They Rowed 2,800 Miles Anyway. The Human Powered Potential Story.
In the summer of 2023, four men climbed into a single rowing boat in Monterey, California and rowed 2,800 miles to Hawaii. They were at sea for 41 days.By the time they reached the Hawaiian shore and fell into their families' arms, they ...
490 | He Spent 7 Years in Prison for a Crime He Didn't Commit. Here Is How He Built an Elite Life After With Sean Michael Crane
Sean Michael Crane spent seven years behind bars for a crime he did not commit. He walked in as a man who had wasted a decade to addiction, broken promises, and a life that did not match who he wanted to be. He walked out with a mission....
491 | Most Contractors Are Losing Sales Not From Lack of Leads, But From These 5 Mistakes With Chaz Wolfe
Most contractor business owners think their revenue problem is a lead problem. Go get more leads, close more deals, done. But Chaz Wolfe has trained thousands of salespeople across multiple industries, generated millions in W2 commission person...
492 | He Helped Clients Go From $20M to $600M... Here Is What Most Entrepreneurs Get Wrong About Marketing With Wayne Mullins
Wayne Mullins helped a client grow from $20 million to over $600 million in less than five years. He has trained more than 20,000 marketers. He has launched New York Times bestsellers. And when Chaz asks him his number one success in busines...
493 | Why 97% of Business Owners Fail at Goal Setting (And How to Be in the 3%) With Chaz & Jake
Most business owners set goals in January and abandon them by March. Not because they lack ambition. Because they lack a plan.In this episode, Chaz Wolfe and Jake Isaacs break down the exact annual planning framework they use inside Gath...
494 | How to Turn Passion Into a Profitable Business With Eric Cogorno
Most entrepreneurs start with passion.But passion alone does not build a business.In this episode of Driven To Win, Chaz Wolfe sits down with golf coach and entrepreneur Eric Cogorno to break down how passion becomes profit when p...
495 | How Entrepreneurs Win by Doing More With Less With Chaz & Jake
Most businesses are not failing because of a lack of opportunity.They are failing because of inefficiency.In this episode of Driven To Win, Chaz Wolfe and Jake Isaacs break down the powerful principle of doing more with less. They...
496 | How Entrepreneurs Build Real Influence Through Clear Thinking and Writing With Jeff Goins
Many entrepreneurs want influence.But influence does not start with followers.It starts with clarity.In this episode of Driven To Win, Chaz Wolfe sits down with bestselling author Jeff Goins to talk about the real foundatio...
497 | The Real Secret to Building a Business Legacy Starts at Home With Andy Hobaica
Most entrepreneurs say they want to build a legacy.But very few define what legacy actually means.Is it revenue? Growth? Recognition?Or is it the people you raise, the culture you build, and the leaders you develop along th...
498 | AI Will Not Replace Sales. Weak Salespeople Will With Glenn Poulos
AI is changing business faster than most entrepreneurs are ready for.Sales systems are evolving. Automation is accelerating. Tools are becoming more powerful every year.But one thing has not changed.People still buy from pe...