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About This Podcast
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.
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Recent Episodes
472 | How to Win in Business While Taking 130 Days Off Every Year. Rob Dube on The 10 Disciplines.
Connect With ChazRob Dube built ImageOne into a multi-million dollar company. He then co-founded The 10 Disciplines with EOS creator Gino Wickman and co-authored their book Shine. His premise is…
473 | The Visionary/Integrator Trap That Keeps Contractor Businesses Stuck: Mike Paton on EOS Done Right
Connect With ChazGathering The Kings ran EOS for six months and saw almost no growth. Then in October, Chaz, Jake, and the team got crystal clear on who owned what in the accountability chart. By…
474 | He Was Hours From Death, Lost Everything, and Rebuilt. Peter Goldstein on the Real Cost of Winning.
Connect With ChazDuring 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…
475 | He Turned Down $600M. Then the FBI Raided His Office. Jeremy Delk on What Happened Next.
Connect With ChazJeremy 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…
476 | Their Parents Took Out a $200K Second Mortgage to Fund Their Dream. Here Is What Happened Next with Jesse & Joel Worcester
Connect With ChazJesse 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…
477 | Treat Your Sales Team Like a Pro Sports Roster. Ryan Groth on Recruiting, Leading, and Winning.
Connect With ChazMake 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…
478 | He Had No Idea How to Run a Business. He Built 7 Franchise Locations in 4 Years Anyway With Chaz & Jake
Connect With ChazMake 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.…
479 | One Is 18 Years Married. One Is Twice Divorced. Two Entrepreneurs on the Most Important Decision You Will Ever Make With Chaz & Jake
Connect With ChazMake 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…
480 | He Applied for 64 Credit Cards at 21 and Cash Advanced $97K. Here Is What Happened Next with Fernando Angelucci
Connect With ChazFernando 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…
482 | $0 to $1.73M in 12 Months: The 6 Steps Chaz Wolfe Used to Build His Remodeling Company from Scratch
Connect With ChazMake 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…
483 | Most Entrepreneurs Are Wasting a Full Week Every Month. Joe Rare on What to Delegate First.
Connect With ChazMake 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…
484 | Shiny Object Syndrome Is Killing Your Business. Brian Decker on Focus, Wealth, and the Bitcoin Cycle
Connect With ChazMake 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…
485 | He Took a One-Way Ticket to Florida with Two Suitcases and Built a 200-Location Franchise Empire With Charles Bonfiglio
Connect With ChazMake 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…
486 | Work-Life Balance Is a Lie. Here Is What High-Performing Entrepreneurs Do Instead With Chaz & Jake
Connect With ChazMake 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…
481 | 6 Personal Habits That Are Quietly Killing Your Business (And How to Fix Them) With Chaz Wolfe
Connect With ChazMost 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…
487 | He Built a $100M+ AI Company From a Cabin in the Woods With Richard White
Connect With ChazRichard 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…
488 | If Your Marriage Is Struggling, Your Business Has a Ceiling. Here Is How to Fix Both With Austin Holt
Connect With ChazMost 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…
489 | He Has Parkinson's. They Rowed 2,800 Miles Anyway. The Human Powered Potential Story.
Connect With ChazIn 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…
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
Connect With ChazSean 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…
491 | Most Contractors Are Losing Sales Not From Lack of Leads, But From These 5 Mistakes With Chaz Wolfe
Connect With ChazMost 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…
Frequently Asked Questions
Driven To Win has published 45 episodes since May 2025, covering topics in Business, Entrepreneurship.
Driven To Win is currently highly active with new episodes every few days. Average episode length is 45m.
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