Generations Of Wealth

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.