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Driven To Win
Driven To Win episodes
- 204 | How Stacy Eakman Built a Multi-Million Dollar Construction Empire from Scratch - and You Can Too!In this episode, Chaz Wolfe engages with Stacy Eakman, discussing his transition into the construction industry and his early entrepreneurial experiences. They delve into the importance of delegation, understanding financials, and how to overcome financial struggles. Stacy shares his insights on the role of sales, continuous learning, maintaining family commitments, and changing perceptions in the contracting industry.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.59 min - 203 | From Small Business to Thriving Success: Tyler Simpson's Entrepreneurial JourneyIn this episode, Chaz Wolfe and guest Tyler Simpson discuss the importance of networking with power players and sharing the business load. They delve into Tyler's journey from selling watermelons to restaurant ownership, emphasizing the value of persistence, decision-making and consistency in entrepreneurship. The episode rounds off with a rapid-fire segment on essential business metrics and a discussion on recovery strategies if all was lost today.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.30 min - 202 | Real Estate’s A Gateway Drug W/ RJ de LeonIn this episode, Chaz Wolfe welcomes RJ de Leon, a successful entrepreneur who shares his journey and the challenges he faced. They delve into real estate investments, the role of mindset and self-education, and adapting from past relationships. RJ also discusses decision-making in business, networking, financial metrics, and recommends "Mindset" by Carol Dweck.
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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 - 201 | From Zero to Millions: How Zerorez Owner, Shane Karren, Built His BusinessIn this episode, Chaz Wolfe chats with Shane Karren about his entrepreneurial journey, highlighting the role of collaboration, shared visions, and the lessons learned from mistakes. They delve into the challenges of family-run businesses, the shift from self-reliance to leveraging external resources, and the importance of preparing for business exit. They also discuss balancing personal growth, business, and family, and finding contentment in entrepreneurship.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.58 min - 200 | How This CEO's Simple Mindset Shift Led to Massive Business GrowthIn this episode, Chaz Wolfe and Craig James delve into the journey of Barry House from a structured company to a family business. They emphasize the importance of structure, maintaining success, and building a communicative culture in startups. Insights into James' best CEO decision, pandemic challenges, and the role of networking and balance are also shared.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.46 min - 199 | From Insurance to Beer: How Megan McKay Built a Successful BusinessIn this episode, Chaz Wolfe chats with Megan McKay of Peace Treabury Company, delving into her personal mission and unique business strategies. They discuss the importance of delegation, avoiding debt-heavy operations, and making informed decisions. Revenue growth and a message to her younger self also feature.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.39 min - 198 | How Dumpster Dog Daisy Launched a Million Dollar Business: The K9 Sport Sack StoryIn this episode, Chaz Wolfe is joined by Joseph Watson, the mind behind K9 Sport Sack. They delve into the business's initial inspiration, funding, and first sales experiences. Watson shares his journey of overcoming doubts, striving for perfection, and transitioning from a warrior to a king. He stresses the importance of a conducive working environment, networking, strategic partnerships, and balancing business with family. He also offers advice to budding entrepreneurs.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.50 min - 197 | How to Implement Effective Marketing Strategies for eCommerce Businesses: Lessons from Mike DelucaIn this episode, Chaz Wolfe is joined by entrepreneur Mike Deluca. They delve into Mike's background, the importance of relationships in business, and the challenges of goal setting. They discuss the transition to a new website platform, managing unreliable service providers, and learning from past mistakes. The conversation also touches on revenue tracking, the power of networking, and the transition from survival to impact mode in business. The episode concludes with a reflection on balancing business obsession with family time and the dangers of shortcuts.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.44 min - 196 | From Side Hustle to 7-Figure Success: Learn the Secrets from a Painting Industry KingIn this episode, Chaz Wolfe invites Sheldon Stewart to share his entrepreneurial journey, starting from the painting industry to building a successful business. They delve into the importance of systems, decision-making, and professionalism. Sheldon also discusses community involvement, learning from mistakes, and the significance of adaptability. Listeners can also look forward to book recommendations, networking tips, and insights into balancing business with relaxation.
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Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.38 min - 195 | How To Never Fail W/ Dan RiversIn this episode, Chaz Wolfe welcomes real estate mogul, Dan Rivers. They discuss Dan's journey from property management to real estate investment, the importance of seizing opportunities, and the transition to business ownership. They delve into the power of delegation, learning from losses, and the definition of success. Dan also shares a book recommendation and emphasizes the role of relationships in business. The episode concludes with a discussion on the value of community in entrepreneurship.
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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
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.