Podcast

Zen and the Art of Real Estate Investing with Jonathan Greene

294: Capital Preservation and Resilient Returns Through Real Estate with Ari Rastegar

Jonathan Greene welcomes Ari Rastegar, founder and CEO of Rastegar Capital and author of The Gift of Failure, for a deeply reflective conversation on mindset, discipline, and how failure shapes success in real estate and life. From delivering pizzas in law school to leading institutional-scale developments, Ari’s journey offers a masterclass in long-term thinking and resilience. Together, they explore how market “winters” create opportunity, the art of designing master-planned communities, and why Ari believes we’re on the verge of one of the largest real estate booms in modern history. His insights into zoning, data centers, and the power of patience remind listeners that great investing happens over decades—not days.

In this episode, you will hear:

How Ari turned a $3,500 lot into the foundation of a national real estate platform
Why he believes the current downturn will fuel an unprecedented 10–15-year boom
The art of zoning and entitlements—and how they forecast future growth
How data centers, infrastructure, and housing shortages will drive new opportunity
The daily habits and mindset practices that keep Ari grounded amid volatility

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