Driven To Win

Connect With Chaz 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 explore how entrepreneurs think differently about efficiency, leadership, and resource management compared to large organizations and government syst...

Connect With Chaz 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 foundation of influence, clear thinking and strong communication. Jeff explains why writing is one of the most powerful tools entrepreneurs have for sharpening their...

Connect With Chaz 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 the way? In this episode of Driven To Win, Chaz Wolfe sits down with Andy Hobaica, a third generation entrepreneur who understands that lasting success requir...

Connect With Chaz 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 people. In this episode of Driven To Win, Chaz Wolfe sits down with Glenn Poulos, co founder and leader at Gap Wireless, to break down how entrepreneurs can l...

Connect With Chaz Most trades business owners start as great technicians. Then the business grows. The jobs pile up. The team expands. And suddenly the owner is buried in work with less time, less clarity, and more pressure than ever. In this episode of Driven To Win, Chaz Wolfe sits down with Dominic Rubino, host of Profit Tool Belt and a trusted advisor to trades business owners across North Ame...

Connect With Chaz You will not outgrow your circle. In this milestone 500th episode of Driven To Win, Chaz Wolfe gathers a group of high-performing entrepreneurs around a fire in Cabo, Mexico for a raw conversation about growth, legacy, and the power of proximity. This is not a theory session. It is a real discussion between business owners who have experienced the weight of leadership, the loneli...

Connect With Chaz Most entrepreneurs work harder. Very few reprogram how they think. In Episode 501 of Driven To Win, Chaz Wolfe sits down with John Mitchell, author of The Missing Secret of Think and Grow Rich, to unpack what Napoleon Hill hinted at but never fully explained: success is built in the subconscious. John explains why effort alone is not enough. You can grind for decades and still sa...

Connect With Chaz Scaling fast looks glamorous from the outside. From the inside, it feels like walking a razor’s edge between growth and collapse. In Episode 502 of Driven To Win, Chaz Wolfe sits down with Chris Ball, founder of Hoxton Wealth, to unpack what it actually took to build a financial firm managing over $2 billion in assets under management. This is not a hype story. It is a discipline...

Connect With Chaz Most entrepreneurs think growth comes from pressure, urgency, and closing harder. It doesn’t. In Episode 503, Chaz Wolfe sits down with Mo Bunnell, author of Give to Grow and founder of Bunnell Idea Group, to break down a counterintuitive truth: strategic generosity outperforms aggressive selling. Mo shares decades of research and real-world data showing that top performers win b...

Connect With Chaz You cannot scale a business without people who trust you. In this episode of Driven To Win, Chaz Wolfe sits down with Alex Draper, founder of DX Learning and author of Care to Win, to break down why most entrepreneurs unintentionally create the very leadership problems that hold their companies back. Alex shares how his first five years in business included 100 percent turnover a...

Connect With Chaz In this solo episode, Chaz Wolfe goes deep on one of the most important topics for driven entrepreneurs: the connection between fatherhood, leadership, business, and legacy . Using listener-submitted questions, Chaz breaks down how being a dad has shaped the way he leads his companies, how obsession (not “balance”) is the real key to winning in all areas, and why legacy begins lo...

Connect With Chaz In this powerful conversation, Chaz Wolfe sits down with insurance and financial services leader Carson Porter , a builder of community, a sharp thinker, and a coach who’s helped thousands of agents level up both their mindset and their income. Carson shares openly about the internal battles he’s fought, the identity shifts he’s made, and why helping others has been the key to hi...

Connect With Chaz In this episode of Driven To Win, Chaz and Jake break down one of the biggest struggles entrepreneurs face: how to build a powerful business without sacrificing the people you love most. They talk openly about the real tension entrepreneurs feel between scaling a company and being present at home, and why so many business owners end up winning on paper but losing in their marriag...

Connect With Chaz In this episode, we sit down with Dr. Jarom Ipson to unpack how peptide therapy, mindset, and personalized health plans are changing the game for entrepreneurs who want to perform at a higher level—without sacrificing family, purpose, or energy. From reversing insulin resistance to understanding the role of testosterone and mindset, this episode offers a grounded approach to sust...

Connect With Chaz What would you do if you lost $20 million and had to start over? Damion Lupo faced this reality and turned it into a powerful lesson on resilience, purpose, and creating wealth. Welcome to Driven to Win , the podcast designed for entrepreneurs who want to break free from the cycle of burnout and build successful businesses without sacrificing their personal well-being. Each episo...

Connect With Chaz In this powerful episode, Driven To Win founders Chaz Wolfe and Jake Isaacs open up about the deeper purpose behind their work... helping entrepreneurs win not just in business, but at home. They unpack the story behind the Family Mastermind Vacation , the one-of-a-kind experience where entrepreneurial families combine growth, rest, and legacy-building. From the first cruise to B...

Connect With Chaz What if building your legacy didn’t mean sacrificing the people you love most? Welcome to the Driven to Win Podcast — where high-performing entrepreneurs learn to break free from the grind, master their mindset, and build a life rooted in financial freedom, meaningful relationships, and spiritual wellness. Episode Highlights In this episode, Carl Lubbe of Curiosity Coach joins Ch...

Connect With Chaz When technology fails in the middle of a high-stakes meeting, it’s not just frustrating - it’s expensive. Welcome to Driven to Win. The podcast for entrepreneurs who feel trapped in the cycle of nonstop business growth, with no time or energy left for anything else. Here, we explore the power of self-mastery, emotional intelligence, and resilience, so you can achieve financial fr...

Connect With Chaz What if the real roadblock isn’t the market, but the way your brain has been wired to respond? Welcome to the Driven to Win podcast — the space for entrepreneurs who are tired of the hustle that drains energy from every other part of life. Here, we break the cycle through conversations that help build self-mastery, emotional intelligence, and resilience — the foundation for true...

Connect With Chaz What happens when you stop planning out of fear — and start building for legacy instead? Welcome to Driven to Win, the podcast for entrepreneurs who feel stuck in the growth grind. If pursuing success has left you drained, this space is for you. Each episode explores self-mastery, emotional intelligence, and resilience—so you can reclaim your time, find financial freedom, and bui...

Connect With Chaz Your legacy isn’t just what you leave behind — it’s what you choose to preserve. Welcome to the Driven to Win Podcast —the show for entrepreneurs who want to win in all areas and aren’t afraid to do the work to get there.  Here, we share insights about self-mastery, emotional intelligence, and resilience so you can find financial freedom, build thriving relationships, and nurture...

Connect With Chaz Building a personal brand isn’t about ego—it’s about creating real impact. Welcome to the Driven to Win Podcast —where entrepreneurs break free from burnout and take back their time, energy, and focus. This show is all about self-mastery, emotional intelligence, and resilience—so you can grow with intention, build meaningful relationships, and find financial and spiritual freedom...