Why Your Real Estate Strategy Is Failing (It’s Not The Math)
In this episode of the Generations of Wealth Podcast, Derek talks with Denis Shapiro, founder of SIH Capital Group, about the hard lessons he learned moving from single-family landlord to limited partner to full-time syndicator — and why he believes charismatic marketing, crowdfunding platforms, and even AI will never replace the relationship-driven side of real estate.
How to Legally Pay Only 2% Tax
In this episode of the Generations of Wealth Podcast, Derek talks with Mike Milligan, CFP and founder of One Oak Financial, about why most people don’t actually have a financial plan — they have a pile of products disguised as one. Mike also opens up about relocating to Puerto Rico for a legal tax structure that’s dropped his effective tax rate to around 2% on exported business income.
How Rich People Make Their Money Work Harder!
In this powerful episode, Derek Dombeck sits down with Alan Franks — Certified Financial Planner and author of Empowered Money — to dig deep into the financial blind spots most business owners and investors overlook. From early financial education to leveraging debt like the wealthy, Alan breaks down how to build true enterprise value, plan for multi-generational wealth, and use creative strategies for long-term financial freedom. Whether you’re a real estate investor, entrepreneur, or someone serious about financial legacy, this conversation is loaded with value.
Money, Mindset & Empowerment: How Ed Vargo Helps Women Take Control of Their Financial Future
In this powerful episode, Derek Dombeck sits down with Ed Vargo, a seasoned financial planner with over 25 years of experience, who shares how his life’s journey and family shaped his mission: helping women—especially those facing life transitions like divorce or widowhood—gain financial clarity, confidence, and control. They dive into the financial literacy gap, gender-specific money behaviors, and how to create a future where work becomes optional—not necessary.