Episode
Ashley Romiti - 1031 Exchanges and DSTs Explained
- Published
- Apr 15, 2026
- Duration seconds
- 2264
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Summary
What happens when you want to sell your investment property—but don’t want to lose 30–40% of your profits to taxes? In this episode of the Real Estate Educators Podcast, Kevin talks with Ashley Romitti about 1031 exchanges, Delaware Statutory Trusts (DSTs), estate planning, and how investors can turn active real estate into passive income while deferring taxes. Ashley shares how she got started in commercial real estate during the 2010 market, why one cold call changed her life, and how investors can avoid common 1031 exchange mistakes. They also discuss DSTs, triple-net properties, timing traps, and how to pass real estate to your heirs tax-free through a stepped-up basis. If you own rental properties, commercial buildings, or are thinking about your long-term exit strategy, this episode is packed with ideas that could save you a lot of money. TIMESTAMPS 00:00 Meet Ashley Romitti and her 15 years in real estate 09:15 Why cold calling still works in real estate 15:23 What is a Delaware Statutory Trust (DST)? 18:03 The biggest 1031 exchange timing trap 22:31 Why debt can create problems in a 1031 exchange 27:32 How DSTs can simplify estate planning 34:00 Ashley’s best advice for planning your real estate exit strategy Hosted on Ausha. See ausha.co/privacy-policy for more information.