The Gold Coast Podcast

Why 96% of Roofing Companies FAIL in 5 Years | Jason Blair

This episode of the Gold Coast Podcast is one of the most powerful conversations we’ve had yet. Host Eric Winegard sits down with Jason Blair, President of Aastro Roofing Company, to unpack the mindset, failures, sacrifices, and relentless discipline it took to build a $15M roofing company from the ground up. But this episode goes way deeper than roofing. Jason opens up about growing up near Detroit, living out of his car as a teenager, struggling with self-doubt, and learning how visualization, discomfort, and taking action completely changed his life. He shares why most businesses fail, how entrepreneurs stay stuck, and what separates winners from everyone else. You’ll also hear: • The emotional story behind his son Justin’s Cooperstown home run • Why “comfort” is the enemy of growth • The truth about leadership & building a loyal team • Why most people never reach their potential • How Aastro Roofing exploded to nearly 800K YouTube subscribers • The mindset shift that helped him scale past $10M+ • Why giving back to the community changed his business forever This is a masterclass in entrepreneurship, discipline, confidence, and becoming the person capable of achieving extraordinary things. If you’re building a business, chasing bigger goals, or trying to level up your life — this episode is for you. Guest: Jason Blair President of Aastro Roofing Company 📍 Follow & Learn More: Aastro Roofing Company AastroRoofing.com YouTube: Aastro Roofing Company 👇 Drop a comment with your biggest takeaway from the episode! Thank you all for listening in on today's episode of The Gold Coast Podcast!

From Sinking Boats to Building a Marine Empire | Austin Tennant

In this episode of the Gold Coast Podcast, host Eric Winegard sits down with Austin Tennant, owner of Native Son Marine Services, for a raw and authentic conversation about entrepreneurship, boats, discipline, work ethic, and building a business in South Florida. Austin shares how he got started in the marine industry, the story behind Native Son Marine Services, lessons learned from commercial fishing, sinking his first boat, and how those experiences shaped him into the business owner he is today. The conversation dives deep into: • Building a reputation-based business • The realities of the marine and boating industry • Growing up around hard work • Entrepreneurship and personal discipline • Drinking culture, success, and self-awareness • AI, technology, and the future of business • Florida lifestyle, boating culture, and South Florida growth • Why customer trust matters more than quick money This episode is packed with real conversations, business insights, and life lessons from two entrepreneurs who understand what it takes to build something meaningful. Guest: Austin J. Tennant Owner of Native Son Marine Services Follow Native Son Marine Services: Instagram: @NativeSunMarine TikTok: @NativeSunMarine Hosted by Eric Winegard The Gold Coast Podcast Make sure to LIKE, COMMENT, and SUBSCRIBE for more entrepreneur stories, business conversations, and South Florida culture content! Thank you all for listening in on today's episode of The Gold Coast Podcast!

The Business Lesson Most Contractors Miss | Matt Neal

What does it take to build a million-dollar business before 30? In this episode of the Gold Coast Podcast, host Eric Winegard sits down with Matt Neal, Owner of Ballwin Tree Service, a fast-growing tree service company based outside of St. Louis, Missouri. Matt shares how he grew his business to over $1 million in revenue, the lessons he learned from reinvesting too quickly, why marketing changed everything, and what young entrepreneurs need to understand if they want to build something real. This conversation dives into entrepreneurship, risk-taking, digital marketing, discipline, addiction, ambition, and the mindset it takes to grow a service-based business from the ground up. In this episode, you’ll hear: • How Matt built Ballwin Tree Service into a million-dollar company • Why digital marketing helped drive major business growth • The biggest mistakes young entrepreneurs make • Why marketing matters just as much as skill • How to know when a tree needs to be removed • Why tree removal quotes can vary so much • The risks of DIY tree removal • How Matt thinks about reinvesting, growth, and opportunity • Why now may be the best time for young people to start a business Whether you're a contractor, home service business owner, young entrepreneur, or someone looking for motivation to start building, this episode is packed with real-world business lessons. Learn more about Matt Neal and Ballwin Tree Service: https://ballwintreeservice.com Subscribe to the Gold Coast Podcast for conversations with entrepreneurs, CEOs, founders, and business leaders building real success. Thank you all for listening in on today's episode of The Gold Coast Podcast!

The Real Secret to Long-Term Business Success | Mike Goldman

What does it take to build a successful business that lasts more than 30 years? In this episode of the Gold Coast Podcast, host Eric Winegard sits down with Mike Goldman, President of Gen-X Construction, Inc., a respected South Florida general contractor who has spent three decades building commercial spaces, long-term client relationships, and a legacy rooted in integrity. Mike shares how he knew at just seven years old that he wanted to work in construction, how he launched his business from the ground up at age 31, and the lessons he’s learned about entrepreneurship, reputation, family, and staying financially disciplined. In this episode, you'll discover: • How Mike built Gen-X Construction from scratch • Why reputation is the most valuable asset in business • The importance of keeping your lifestyle below your means • How referrals and relationships fueled 30 years of growth • Why entrepreneurs should think long term, not just about quick wins • The hidden risks of signing a commercial lease too soon • How Mike and his wife Denise built a true family business together • Lessons on raising children, marriage, and maintaining strong family values • Why helping others succeed is the ultimate measure of success Whether you're a business owner, entrepreneur, contractor, franchisee, or someone looking to build a meaningful life and career, this episode is packed with timeless wisdom and practical advice. Learn more about Gen-X Construction: https://genxconstruction.net Subscribe to the Gold Coast Podcast for conversations with CEOs, founders, and industry leaders sharing the real stories behind business success! Thank you all for listening in on today's episode of The Gold Coast Podcast!

The Asset Protection Secrets of Millionaires | Hillel Presser

What if one lawsuit could wipe out everything you’ve worked your entire life to build? In this powerful episode of the Gold Coast Podcast, host Eric Winegard sits down with Hillel Presser, Esq., MBA, one of the nation’s leading asset protection attorneys and the Managing Partner of Pressers & Associates. Hillel shares his extraordinary entrepreneurial journey, from selling candy on the school bus and luxury watches to building a nationally recognized law practice that helps high-net-worth individuals, entrepreneurs, professional athletes, and business owners protect their wealth. In this episode, you'll discover: • The mindset that separates entrepreneurs from everyone else • Why "Own Nothing, Control Everything" is the foundation of asset protection • How one lawsuit can destroy decades of hard work • The surprising reason business owners get sued after selling their companies • Why every entrepreneur should think about protecting assets before they become wealthy • How Hillel convinced a legendary attorney to mentor him by writing a $20,000 check • The role marketing plays in building a successful law firm or any business • How writing a book can instantly establish authority and credibility • Hillel’s new venture, Law 359, is a peer-to-peer group teaching attorneys everything except the law Whether you're a business owner, real estate investor, attorney, or entrepreneur, this episode is packed with insights on wealth preservation, marketing, business growth, and legacy. Learn more about Hillel Presser: https://www.assetprotectionattorneys.com Subscribe to the Gold Coast Podcast for conversations with elite entrepreneurs, CEOs, and industry leaders sharing the strategies that drive success! Thank you all for listening in on today's episode of The Gold Coast Podcast!