Ryan Vassar, Esq on 1031 Exchanges for Commercial Real Estate and Maybe Even AirBnB Operators
Ryan Vassar, Esq on 1031 Exchanges for Commercial Real Estate and Maybe Even AirBnB Operators  
Podcast: Silver Disobedience® Perception Dynamics with Dian Griesel: How People Think, Lead and Succeed
Published On: Thu Aug 06 2026
Description: 1031 Exchanges Explained: Defer Real Estate Taxes, Timelines, Reverse Exchanges & Estate Planning with Ryan Vassar, Esq. Host Dian Griesel interviews 1031 exchange specialist and qualified intermediary Ryan Vassar about how Section 1031 allows owners of investment real estate to sell property and defer capital gains taxes by reinvesting in like-kind replacement property. Mr. Vassar clarify what qualifies as investment property (including partial primary residences with rental/Airbnb use), how the IRS intent test works, and why early planning with a CPA/attorney matters to avoid disqualification. Ryan explains strict deadlines -- like the 45 days to identify and 180 days to close on a new property -- plus strategies like backup options and Delaware statutory trusts. He also discusses reverse exchanges when buying before selling. Together they cover misconceptions about needing to replace full sale value for full deferral; the unregulated nature of qualified intermediaries who hold sale proceeds in escrow; and, how repeated 1031s can support estate planning via stepped-up basis for heirs.You can connect with attorney Ryan Vassar, Esq. below:Website: www.ipx1031.com/vassarLinkedin: www.linkedin.com/in/ryanvassar20Twitter: ryanvassar1031Instagram: ryanvassar1031Please SUBSCRIBE!I’m Dian Griesel aka @SilverDisobedience to my hundreds of thousands of monthly blog readers. You can learn more about me here:   ⁠⁠https://diangriesel.com⁠⁠ But for starters…⁠I am a perceptionist and communication counselor.⁠ For 30 years I have helped my clients to achieve greater understanding as to how perceptions impact everything we do whether personally or professionally."Raw, truth-driven conversations with fascinating guests — from business & psychology to careers, pop culture & the B.S. in between." Expect bold questions. Unfiltered insights. A few laughs. Real growth. Subscribe & Join the Conversation.Show Run: 00:00 Taxes and 1031 Intro00:51 What Is a 103101:51 Airbnb and Mixed Use02:53 How Tax Deferral Works04:58 Planning and Pitfalls06:36 Defining Investment Intent10:16 When Not to 103111:27 Deadlines and Backup Options14:44 Reverse Exchanges Explained17:54 Deal Size and IRS Red Flags21:54 Qualified Intermediary Role24:53 Vetting QIs and Fund Safety30:06 Common Misconceptions32:01 Estate Planning and Step Up34:10 Wrap Up and Subscribe