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Denis Shapiro - Investing in Real Estate Niches


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Welcome to our latest episode!


Join Bronson today for an episode with Denis Shapiro, author of The Alternative Investment Almanac and Managing Partner of SIH Capital Group. Denis dives into his evolution from government work to real estate syndication, spotlighting niches like LIHTC affordable housing and Jersey Shore boutique hotels. Explore market timing for 2025 acquisitions, contrarian strategies amid cooling multifamily sentiment, and offbeat personal plays like litigation finance—all geared toward passive investors chasing cash flow, appreciation, and tax perks.


Unpack why niches beat broad plays, how lower LTVs and refi-friendly loans create windfalls, and tips for vetting operators while balancing life stability.


TIMESTAMPS


0:41 — Guest Intro: Denis Shapiro

1:23 — From Government to Investing: Early Days & Syndication Pivot

3:46 — Progression: LP to JV to Operator

7:14 — Re-Engaging the Entrepreneur Bug in Real Estate

7:56 — What Makes a Great Operator: Stability, Time, & Team Structure

10:17 — Vetting Operators as a Passive Investor

11:03 — Shift to Affordable Housing & Hospitality

12:45 — LIHTC Properties: Low-Income Tax Credits Explained

14:28 — Niches Like Tax Abatements & Grants

15:39 — Riches in the Niches: Learning Curve in Affordable Housing

16:37 — Hospitality Opportunities: Jersey Shore Turnarounds

17:55 — Boutique Hotels: Location Over Room Count

19:02 — Seller-Financed Deals & Family Legacies

20:25 — Contrarian Investing: Greedy When Others Are Fearful

21:28 — 2025 Outlook: Lower Rates, Better Pipelines

23:48 — Loan Structures: 3-2-1 Prepayments & Refi Goldilocks

25:27 — Low LTVs: Margin of Safety for LPs

27:17 — Ideal Setup for Multifamily Windfalls

28:11 — Exciting Side Plays: Turnkey Multis & Litigation Finance

30:08 — Personal Investments: Sports Ownership & Marinas

32:07 — Where to Follow Denis


Book: "The Alternative Investment Almanac by Denis Shapiro"

Email: [email protected]

Website: https://sihcapitalgroup.com/

X: https://x.com/sihcapital?lang=en

Instagram: https://www.instagram.com/sihcapitalgroup/?hl=en

Linkedin: https://www.linkedin.com/in/denisshapiro


#AlternativeInvesting

#AffordableHousing

#HospitalityRealEstate

#RealEstateSyndication

#LIHTC

#ContrarianInvesting

#PassiveIncome

...more
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