Real Estate Without the Headaches: DSTs for Pilots episode artwork

EPISODE · Sep 15, 2025 · 52 MIN

Real Estate Without the Headaches: DSTs for Pilots

from Pilot’s Portfolio · host Timothy P. Pope, CFP®

You've probably heard the saying, "The best day of your life is when you sell it": and no, we're not talking about boats. We're talking about self managed rental properties. In this episode, Tim is joined by Trevor Flor, Navy veteran, former Delta pilot, and now a real estate investment advisor specializing in DSTs (Delaware Statutory Trusts) and 1031 exchanges at Aimpoint Investments. Trevor breaks down how 1031 exchanges really work, why DSTs were created, and how this is one potential approach to consider.What You'll Learn from This Episode1031 Exchanges Demystified: How selling investment property can be one potential approach to consider, depending on individual circumstances.DSTs as a Solution: Why Delaware Statutory Trusts were created, how they enable fractional ownership, and when they work best.Three DST Strategies: Using DSTs as a primary, backup, or complementary approach depending on your goals and exchange value.Timeline Rules That Matter: The 45-day identification window and 180-day close deadline - and what happens if you miss them.Partial Exchanges and Cash Boot: Can you peel off cash from a sale and still do a 1031? Yes, but at what cost?Accredited Investor Requirements: What qualifies you for DST access and what documentation you'll need.Types of DST Properties: From multifamily and industrial to storage, hotels, and more - what's available and how it's selected.Resources:Trevor Flor’s firm, Aimpoint Investments: www.aimpointinvest.comSchedule An AppointmentOur Practice’s WebsiteSend Us Your Questions: [email protected] episode is sponsored by: Beacon RelocationBeacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more. Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity.We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements.Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information.Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer. 

Episode metadata supplied by the publisher feed · Published Sep 15, 2025

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You've probably heard the saying, "The best day of your life is when you sell it": and no, we're not talking about boats. We're talking about self managed rental properties. In this episode, Tim is joined by Trevor Flor, Navy veteran, former Delta pilot, and now a real estate investment advisor specializing in DSTs (Delaware Statutory Trusts) and 1031 exchanges at Aimpoint Investments. Trevor breaks down how 1031 exchanges really work, why DSTs were created, and how this is one potential appr...

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Real Estate Without the Headaches: DSTs for Pilots

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