Stressed deals: appetite versus reality

Aleksey discusses investor reluctance toward deeply distressed assets despite their appeal to experienced buyers.

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Why is it still so hard for investors to find trustworthy real estate deals in a market with billions of dollars flowing through syndications every year? In this episode of Limitless MD, Dr. Vikram Raya sits down with Aleksey Chernobelskiy, a former institutional real estate advisor who has overseen portfolios totaling more than $10 billion.

Aleksey shares his journey from immigrating to the United States from Moscow to building a career on Wall Street and eventually entering the institutional real estate world. Along the way, he realized something surprising. While institutional investors benefit from strong transparency and oversight, the private real estate market often lacks the same clarity.

This conversation dives deep into how investors should evaluate deals, why many LPs unknowingly sit on losses from the last real estate cycle, and how Aleksey’s platform GPLP Match is helping bring more transparency to the real estate syndication ecosystem by connecting investors with sponsors that fit their exact investment criteria.

If you are a physician, entrepreneur, or investor exploring real estate syndications, this episode provides a powerful framework for evaluating deals and understanding the next phase of the real estate market.

“Most people look at the property first. The first place you should actually look is the people you’re partnering with.”

-Aleksey Chernobelskiy