Chaz Wolfe

Driven To Win

Business EN ↓ 47 episodes

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 tha...

Author

Chaz Wolfe

Category

Business

Podcast website

www.chazwolfe.com

Latest episode

Jun 15, 2026

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Episodes

471 | 50% of Your Team Is Actively Looking for a New Job Right Now. Joey Coleman on How to Stop the Bleeding 15.06.2026

Connect With Chaz Somewhere between 50 and 60 percent of Americans are actively considering a new job this year. There are 2.3 open jobs in the United States for every available worker to fill them. And more than 50 percent of new hires never show up for their first day because they accepted another offer in the window between signing and starting. Joey Coleman has spent his career teaching compan...

470 | You Are Treating New Customers Better Than Your Best Customers. Joey Coleman on Fixing That. 15.06.2026

Connect With Chaz You close the deal. Your team is high-fiving. You are ready to deliver. Meanwhile, your new customer is sitting at home in an emotional hole, doubting the decision they just made, wondering if they chose the right company, and the only sound filling that doubt is their own voice. That gap between when a customer buys and when you actually deliver is one of the most expensive mome...

472 | How to Win in Business While Taking 130 Days Off Every Year. Rob Dube on The 10 Disciplines. 10.06.2026

Connect With Chaz Rob 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 direct: you are probably winning in business while leaving a trail of chaos behind you, in your company and at home. And you do not have to. In this conversation with Chaz Wolfe, Rob breaks down all 10 di...

473 | The Visionary/Integrator Trap That Keeps Contractor Businesses Stuck: Mike Paton on EOS Done Right 08.06.2026

Connect With Chaz Gathering 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 January, the business had doubled. They had not changed their product, their marketing, or their team. They got clear on their lanes and let everyone run. That is the episode in one story. Mike Paton has...

474 | He Was Hours From Death, Lost Everything, and Rebuilt. Peter Goldstein on the Real Cost of Winning. 03.06.2026

Connect With Chaz 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 forties, in shame, and had to decide whether to play small or rebuild from nothing. He rebuilt. Today Peter is the CEO of Exchange Listing, fou...

475 | He Turned Down $600M. Then the FBI Raided His Office. Jeremy Delk on What Happened Next. 01.06.2026

Connect With Chaz 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 no plan, no roadmap, and no formula beyond genuine curiosity and an obsessive willingness to negotiate from the other side of the table. Hi...

476 | Their Parents Took Out a $200K Second Mortgage to Fund Their Dream. Here Is What Happened Next with Jesse & Joel Worcester 27.05.2026

Connect With Chaz 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 they shared was a simple belief: failure was not an option. When Joel and Jesse graduated, they moved their operation to Kansas City, s...

477 | Treat Your Sales Team Like a Pro Sports Roster. Ryan Groth on Recruiting, Leading, and Winning. 25.05.2026

Connect With Chaz 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 to sales. He founded Sales Transformation Group over a decade ago and has since trained thousands of salespeople across the contracting industry,...

478 | He Had No Idea How to Run a Business. He Built 7 Franchise Locations in 4 Years Anyway With Chaz & Jake 20.05.2026

Connect With Chaz 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. He bought the business anyway, an Edible Arrangements franchise, for roughly half a million dollars on an SBA loan. Four years later he had se...

479 | One Is 18 Years Married. One Is Twice Divorced. Two Entrepreneurs on the Most Important Decision You Will Ever Make With Chaz & Jake 18.05.2026

Connect With Chaz 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 . This decision will determine 90% of your happiness. Jake is 42, twice divorced. Chaz married his high school sweetheart at 21 and has been married 1...

480 | He Applied for 64 Credit Cards at 21 and Cash Advanced $97K. Here Is What Happened Next with Fernando Angelucci 13.05.2026

Connect With Chaz 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 job, the night after he quit, he applied for 64 credit cards. Twelve got approved. He cash advanced $97,000 and went all in on real estate...

482 | $0 to $1.73M in 12 Months: The 6 Steps Chaz Wolfe Used to Build His Remodeling Company from Scratch 11.05.2026

Connect With Chaz 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 team, create a sales process, and design a client experience that makes people say yes and refer their friends. In twelve months, Kings Collectiv...

483 | Most Entrepreneurs Are Wasting a Full Week Every Month. Joe Rare on What to Delegate First. 06.05.2026

Connect With Chaz 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 everything he possibly could, and built multiple seven-figure businesses from a mountain town in Bozeman, Montana with a team based largely in the Philip...

484 | Shiny Object Syndrome Is Killing Your Business. Brian Decker on Focus, Wealth, and the Bitcoin Cycle 04.05.2026

Connect With Chaz 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 approach to understanding economic seasons, money supply cycles, and the four-year Bitcoin halving pattern that has played out the same way every sin...

485 | He Took a One-Way Ticket to Florida with Two Suitcases and Built a 200-Location Franchise Empire With Charles Bonfiglio 29.04.2026

Connect With Chaz 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 to take him seriously. So he found franchising, used it as leverage, and never looked back. Fifteen years after buying a six-store chain called...

486 | Work-Life Balance Is a Lie. Here Is What High-Performing Entrepreneurs Do Instead With Chaz & Jake 27.04.2026

Connect With Chaz 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 another. Chaz Wolfe says that is the wrong model entirely, and it is quietly limiting what contractors believe is possible at home and in business. I...

481 | 6 Personal Habits That Are Quietly Killing Your Business (And How to Fix Them) With Chaz Wolfe 22.04.2026

Connect With Chaz 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 made every single one of these six mistakes himself. He built and scaled multiple businesses, became a millionaire by 29, and still had to conf...

487 | He Built a $100M+ AI Company From a Cabin in the Woods With Richard White 20.04.2026

Connect With Chaz 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. He did not track monthly goals. He did not run sprints. He eliminated every meeting that did not move the product forward and stayed...

488 | If Your Marriage Is Struggling, Your Business Has a Ceiling. Here Is How to Fix Both With Austin Holt 15.04.2026

Connect With Chaz 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 marriage coach, and a multi-business owner. He has worked with entrepreneurs and couples for over a decade, including GTK members and their spous...

489 | He Has Parkinson's. They Rowed 2,800 Miles Anyway. The Human Powered Potential Story. 13.04.2026

Connect With Chaz 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 had raised over $41 million for the Michael J. Fox Foundation for Parkinson's Research. More than 26,000 individual donors contributed...

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 08.04.2026

Connect With Chaz 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. Today Sean is the Founder and CEO of Unstoppable 365, a self-mastery program that has helped men lose 100 pounds, rebuild their marriages, commi...

491 | Most Contractors Are Losing Sales Not From Lack of Leads, But From These 5 Mistakes With Chaz Wolfe 06.04.2026

Connect With Chaz 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 personally, and built companies that produce consistent sales revenue. His take is direct: more leads do not fix a broken sales process. They ju...

492 | He Helped Clients Go From $20M to $600M... Here Is What Most Entrepreneurs Get Wrong About Marketing With Wayne Mullins 01.04.2026

Connect With Chaz 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 business, Wayne's answer has nothing to do with any of that. In this episode, Wayne breaks down the marketing mistakes that are bleeding your b...

493 | Why 97% of Business Owners Fail at Goal Setting (And How to Be in the 3%) With Chaz & Jake 30.03.2026

Connect With Chaz 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 Gathering The Kings to help contractor business owners reverse engineer their biggest goals into a daily roadmap they can actually execute. If you h...

494 | How to Turn Passion Into a Profitable Business With Eric Cogorno 25.03.2026

Connect With Chaz 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 paired with clarity, consistency, and disciplined execution. Eric shares how he went from in person golf coaching to building a powerful online brand w...

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