Capital Gains Tax: The Loophole Nobody’s Talking About
If you’re a real estate investor facing large capital gains taxes, this episode could change how you think about selling property.
In this episode of the Generations of Wealth Podcast, host Derek Dombeck sits down with alternative investment specialist Jon Lontai to break down advanced strategies that investors use to defer taxes and create passive income — including 1031 Delaware Statutory Trusts (DSTs), Opportunity Zones, and other alternative investments.
Many investors know about the traditional 1031 exchange, but very few understand how DST investments can provide a passive solution while still deferring capital gains taxes.
Jon explains how DSTs work, who they’re best suited for, and why they’ve become increasingly popular among investors looking to transition away from active property management while still maintaining exposure to real estate.
If you’re thinking about selling investment property, reducing landlord responsibilities, or protecting long-term wealth, this conversation will help you understand the options available to you.
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.
Escape the 1031 Trap: Create Freedom with the Deferred Sales Trust
In this insightful episode of the Generations of Wealth Show, host Derek Dombeck welcomes Brett Swarts, founder of Capital Gains Tax Solutions, to challenge the traditional 1031 exchange and unveil a more flexible, investor-friendly strategy: the Deferred Sales Trust (DST). Brett shares how DST empowers investors to defer capital gains taxes, diversify investments, and most importantly—reclaim their time and freedom.
Through powerful stories of clients who exchanged active property management for peace of mind and increased cash flow, Brett makes the case that building wealth should never come at the cost of your family or lifestyle. If you’ve built up significant equity and are looking for a better way out, this episode is your roadmap.