The Hospitality Sweet Spot: How Self-Directed IRA Investors Profit From Deals Too Small for Wall Street — and Enjoy the Property Themselves

A unique window has opened in hospitality real estate: deals too small to interest private equity, yet too big for amateur operators who don’t know how to run a business — leaving a thin buyer pool, cautious lenders, and far better-negotiated pricing and creative financing for those who know where to look. And there’s a hidden perk Wall Street can’t offer: the chance to actually use and enjoy the property yourself. That’s why you won’t want to miss guests Denis Shapiro of SIH Capital Group and Bret Morgan of In Place Management as they reveal how to capture this opportunity inside a self-directed IRA.

What you’ll learn:

• What 5 forces have permanently reshaped hospitality investing — and why they created today’s opening
• Why hospitality’s “too small for PE, too big for amateurs” gap produces better pricing and creative financing
• How a smaller buyer pool and limited lender appetite actually work in your favor at the negotiating table
• Where to find hospitality deals you can hold inside a self-directed IRA — and personally use and enjoy
• Which operating metric separates winning hospitality assets from money-losers, and why traditional real estate metrics fall short

Get a head start on profiting from one of real estate’s most overlooked opportunities. Register now and don’t miss this key briefing.

Denis Shapiro is the founder of SIH Capital Group, an alternative investment fund that gives accredited investors a simplified path to passive income. He began investing in real estate in 2012 and has built a cash-flowing portfolio spanning note and ATM funds, mobile home parks, short-term rentals, industrial property, and more. He co-founded an accredited-investor club in 2019 and is the author of The Alternative Investment Almanac: Expert Insights on Building Personal Wealth in Non-Traditional Ways. He holds a BBA and MBA from Baruch College.

Bret Morgan is a builder and operator across real estate, hospitality, and technology who has been starting and growing companies since 2002. As a general partner and operator, he raises capital, structures partnerships, and turns concepts into operating businesses, with a focus on creating repeatable, experience-driven hospitality ventures. He is based in Asbury Park, New Jersey.