The DOC Podcast

In this episode, I sit down again with Christine Vento Conway, Senior Vice President at Inland Securities, to dig into the real estate side of building generational wealth. We pick up where we left off with her family, this time focusing specifically on how real estate's tax advantages (1031 exchanges, DSTs, depreciation, and Qualified Opportunity Zones) can help investors defer, reduce, and even eliminate capital gains taxes.

Christine breaks down the numbers, walks through real timelines and rules, and we compare these strategies to REITs so you know exactly which tool fits your situation. Whether you're a seasoned real estate investor or just getting started, this conversation will give you a clear framework for thinking about real estate as a tax strategy, not just an asset class.

TIMESTAMPS
  • 0:00 – Introduction and catching up with Christine
  • 3:59 – Christine's role at Inland Securities and her CPA background
  • 10:59 – The four key benefits of real estate as an investment vehicle
  • 14:02 – Duplex vs. institutional real estate: diversification and risk
  • 18:57 – Breaking down the tax consequences of selling a property
  • 36:36 – The 1031 exchange timeline: the 45-day and 180-day rules
  • 37:28 – What a qualified intermediary does (and why you need one)
  • 49:20 – The three phases of a DST investment
  • 56:32 – How DST income and distributions are taxed
  • 1:12:13 – DSTs vs. REITs: what's the difference?
  • 1:15:24 – Qualified Opportunity Zones and the One Big Beautiful Bill Act
  • 1:27:41 – Who qualifies: accredited investor requirements and minimums
  • 1:29:17 – How to get in touch with Christine
If this conversation gave you a new way of thinking about real estate, please don't keep it to yourself.  Send this episode to your financial advisor or CPA, since many of them aren't familiar with DSTs. Pick up a copy of *The Generational Wealth Code* to go even deeper, and if you want to explore these strategies for your own portfolio, reach out to Christine directly at conway@inland-securities.com. And if you enjoyed this episode, please subscribe, leave a review, and share it with someone who could benefit from a smarter approach to real estate and taxes.

LINKS

What is The DOC Podcast?

The DOC Podcast brings you unique educational content taught by Dr. Mike DeLuke, a Board Certified Orthodontist with over 20 years of clinical and academic experience. Dr. DeLuke built his orthodontic practice from scratch in the early 2000s and grew it into a multimillion-dollar enterprise in less than 10 years. He was able to retire from his private practice at the age of 46 years old, and now devotes his energy to teaching his colleagues how to succeed both personally and professionally. He also provides locum tenens coverage for colleagues in South Florida.

Dr. DeLuke has served as a faculty member at numerous hospitals and orthodontic residency programs around the country, including as the cleft craniofacial orthodontist at Albany Medical Center in New York, and as a clinical professor at The University of Connecticut in the Department of Orthodontics. He is presently an adjunct professor in the Department of Pediatric Dentistry at Healthcare Network and a Visiting Professor in the Department of Orthodontics at Montefiore Einstein Hospital in the Bronx.

The DOC Podcast will bring you in-depth discussions and interviews with industry leaders and experts on a variety of topics, including clinical excellence, practice management, finance and wealth creation, health and wellness, taxes and accounting, fitness, and much more!