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Real Estate Investing with RealDealChatInterviews with Real Estate Investors, Wholesalers, Flippers & Operators Author: RealDealCrew / Jack Hoss
Real Estate Investing with RealDealCrew is a podcast featuring interviews with experienced real estate investors, wholesalers, flippers, landlords, and operators actively closing deals. Each episode breaks down: Real estate investing strategies Deal sourcing and wholesaling tactics Fix and flip systems Rental property scaling AI and automation tools for investors Deal operations and lead management Hosted by Jack Hoss, a real estate investor and founder of RealDealCrew, the show focuses on practical execution not theory. Whether you're wholesaling houses, flipping properties, building a rental portfolio, or scaling a real estate investing business, this podcast delivers real-world lessons from operators actively doing deals. Follow the show to get weekly insights on real estate investing strategies, deal flow systems, and operational growth. Language: en Genres: Business, Entrepreneurship, Investing Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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1031 Exchange Into a DST: How to Stop Being a Landlord w/ Ashley Romiti
Episode 926
Thursday, 22 October, 2026
Ashley Romiti explains how a 1031 exchange into a Delaware Statutory Trust (DST) lets landlords sell, defer the taxes, and go fully passive.Ashley underwrote over $500 million in real estate as a commercial broker before moving to the DST side, and today she helps 1031 investors stop being landlords without giving up the tax deferral. We cover what a DST is, how it lets you close in days instead of fighting the 45-day identification deadline, and why some deals carry a 30% fee load. She also shares the questions to ask any DST advisor and explains why younger investors still growing a portfolio should skip DSTs entirely.Questions answered in this episode:What is a Delaware Statutory Trust, and does it qualify for a 1031 exchange?How does a DST help you avoid the 45-day identification deadline?Who is a DST a good fit for, and who should avoid it?What fees should you check before investing in a DST?What questions should you ask a DST advisor?About Ashley: Ashley Romiti is a DST specialist with GCA 1031 and a former commercial real estate broker with 15 years on the advisory side, helping 1031 investors transition from active ownership to passive income.Links:Connect with Ashley and get her DST ebook: https://gca1031.com🔗 Build systems for your investing business: https://realdealcrew.comChapters:00:00 Why most investors lose on the exit01:43 What underwriting $500M taught her about DSTs03:59 1031 exchange basics: the taxes you defer05:44 TIC vs DST: what is a Delaware Statutory Trust?06:53 Why retiring landlords are moving into DSTs07:26 DST sponsors: Bluerock, Cantor, Passco, Inland07:48 $100K minimums and diversifying across DSTs08:22 How DSTs handle debt replacement in a 103109:05 How a DST beats the 45-day identification rule10:54 Who a DST is (and isn’t) right for12:28 How to choose from 100+ DST deals13:45 What is a 721 exchange into a REIT?15:04 Step by step: a 1031 exchange into a DST18:14 Getting comfortable with illiquidity19:06 Are DSTs risky? The biggest misconceptions19:48 DST fees: watch for a 30% fee load21:26 Questions to ask before hiring a DST advisor24:25 Why you shouldn’t trust AI on DST research25:18 Plan your exit before you sell#1031Exchange #DelawareStatutoryTrust #RealEstateInvesting #DST #PassiveIncome #TaxDeferral #RealEstateInvestor #Landlord #REIT #CommercialRealEstate #RetirementPlanning #RealDealChatWork With RealDealCrewIf you’re already closing deals but your intake, follow-up, or visibility feels inconsistent, here are two ways to go deeper:Take the Deal Intake AssessmentSee how resilient your current operation actually is.→ https://assessment.realdealcrew.comBook a Fit CallIf you want to explore what a fully system-driven deal flow looks like, let’s talk.→ https://realdealcrew.com/bookLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagram
