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Driven To Win
Driven To Win episodes
- 84 | From Trash Man To Owning A Luxury Car Rental Business W/ Vincent GuerraIn this episode, Chaz Wolfe converses with Vincent Guerra about his entrepreneurial journey, including the challenges of starting a trash company. They discuss the importance of staff welfare, learning from past mistakes, and efficient business operations. Vincent also shares his experience with business loss and his transition from Turo to independent business.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.32 min - 83 | Successful Salesman Turned Cookie King W/ Bennett MaxwellIn this episode, Chaz Wolfe and Bennett Maxwell share insights into Maxwell's transition from sales to cookie franchising with Dirty Dough. They discuss the importance of work-life balance, embracing failure, and mentorship in entrepreneurship. Maxwell also shares his hiring strategies, growth tactics, and unconventional negotiation techniques.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.42 min - 82 | Leaving The Church & Bringing Faith To The Business World W/ Karl DiffenderferIn this episode, Chaz Wolfe chats with successful entrepreneur, Karl Diffenderfer. They delve into Karl's journey, from using church networking to launch his first business, to his decision-making process and personal success formula. Karl also shares his views on personal development, partnerships, and overcoming weaknesses.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.42 min - 81 | Finding Talent & Building Teams W/ Darrin CarrIn this episode, Chaz Wolfe is joined by Darren Carr. They discuss the imperative of hiring right, Carr's shift from corporate to entrepreneurship, and the crucial decisions that spurred business growth. The conversation also dives into the power of networking, learning from mentors, maintaining client relationships, and handling business failures. The episode concludes with an invitation to join the 'Becoming King 90-day intensive' program.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.33 min - 80 | Worst Case Scenario W/ Paden SquiresIn this episode, host Chaz Wolfe is joined by Paden Squires to discuss his journey into entrepreneurship and the transition from fear to potential. They delve into the role of ego, learning from bad decisions, and the mindset of seven-figure entrepreneurs. The episode concludes with a speed round and ways to connect with Paden.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.31 min - 79 | How To Get Unstuck W/ Andres BlandonIn this episode, Chaz Wolfe is joined by IT recruitment expert, Andres Blandon. They delve into Andres's journey into IT and recruiting, the transition to entrepreneurship, and the importance of decision-making. They also discuss the significance of employee training, business growth strategies, and the balance between savings and growth. A wild card question about managing a business in one hour a week is also explored.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.35 min - 78 | The Enchilada Ride W/ Dave ForsterIn this episode, Chaz Wolfe engages with serial entrepreneur Dave Forster on the freedom and isolation in business ownership. They delve into Forster's transition into the bike shop industry, the significance of family, self-belief, and community in business advancement. They also discuss the power of startups, task prioritization, and the value of networking.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.42 min - 77 | The Healthy Buyoff W/ Keith BlackborgIn this episode, Chaz Wolfe chats with Keith Blackborg about his journey from employment to entrepreneurship. They discuss the challenges of decision-making, the importance of personal and business growth, and the crucial role of cash flow. Keith also shares his unique approach to parenting for resilience, managing his business in minimal time, and his strategy for recovery if he lost everything.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.36 min - 76 | Kitchen Queen Turned Business Mogul W/ Angela GoodmanIn this episode, Chaz Wolfe chats with Angela Goodman about her journey from employee to entrepreneur. They discuss her strategies for personal development, team growth, and financial management. Angela shares her experiences navigating business during COVID-19, insights from 'The Richest Man in Babylon', and the importance of aligning purpose with business. The conversation wraps up with a discussion on overcoming adversity, Angela's pandemic story, and the power of networking.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.29 min - 75 | The Zone Of Genius W/ Anthony OlsonIn this episode, Chaz Wolfe converses with Anthony Olson about his journey into entrepreneurship and transition into the restaurant industry. They discuss the significance of scaling, team building, delegation, and the impact of business decisions on personal life. Anthony shares his biggest regret and lessons learned. They also delve into the importance of clear agendas, proactive conversations, and balancing business/personal relationships. The episode wraps up with Anthony's motivation strategy, current and future ventures.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.41 min
About Driven To Win
From the publisher's feed
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.
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.