Peter May and Ross Rubin: DSTs and 1031 Exchanges for Real Estate Tax Deferral

Discover how savvy real estate investors are deferring massive tax bills using little-known strategies—and why most professionals still haven’t heard of them. In this episode of Legacy Leaders, guest host Rod Hatley sits down with Peter May and Ross Rubin, co-founders of DST Sherpa and 1031 Sherpa, experts in real estate tax deferral and estate planning. Together, they explore the power of Delaware Statutory Trusts (DSTs) and 1031 exchanges—tools that can help real estate owners defer capital gains, reduce tax burdens, and create smoother succession plans. Peter and Ross draw from decades of legal, tax, and business experience to discuss the often-overlooked opportunities in DSTs, offering practical guidance for CPAs, estate planning attorneys, realtors, and real estate investors. This episode is a must-listen for anyone advising or owning real estate, providing both education and strategy to make smarter, tax-efficient decisions. Key Takeaways:● 🏢 DST 101: What a Delaware Statutory Trust is and how it enables 1031 exchange eligibility.● 💰 Massive Tax Savings: How DSTs can help clients defer up to 30–40% in capital gains, depreciation recapture, and more.● 🧩 Client Suitability: Who qualifies for DSTs and why professionals like CPAs and attorneys are key partners in the process.● 🛡️ Backstop Strategy: Why DSTs offer critical protection when traditional 1031 exchanges fall through.● 🧠 Planning Early Pays Off: Why engaging in DST planning before selling real estate leads to the best outcomes. Quotes from Peter May and Ross Rubin:● "We're not selling—we're solving. And DSTs are one of the best-kept solutions in real estate tax planning."● "It’s not a loophole. It’s legislative grace—a lawful way to defer taxes using the tools Congress provided."● "Tell me about your real estate—that one question can open the door to massive planning opportunities." 🔗 Conclusion:Whether you’re a professional advisor or real estate owner, this episode offers actionable insight into using DSTs and 1031 exchanges to protect wealth and preserve legacies. To learn more or connect with Peter and Ross, visit dstsherpa.com or 1031sherpa.com. Learn more about your ad choices. Visit megaphone.fm/adchoices