Jay Roberts.
Entrepreneur, investor, founder and CEO of Prosper Group, a Miami-based real estate development firm, and host of The Long Game podcast.
My Story
Adoption, Family, and Perseverance
Born into an orphanage in South Korea and adopted by a family in California, Jay’s journey embodies the American dream. More than four decades later, the UC Santa Barbara and NYU Stern graduate is now leading several of South Florida’s most anticipated real estate developments.
Prosper Group
The Patient Investor Wins
South Florida’s waterfront is one of the only places on earth where supply is permanently constrained and demand strengthens over time. Prosper Group acquires the trophy land, then builds what will redefine the neighborhood.
Ora-Hotel Tampa
1040 S Miami Ave Miami
North Bay Village Miami
by the numbers
Prosper Group’s Pipeline
- Est. sales value
- $2.8B
- Buildable SF
- 3.2M
- Units in active sales & pre-dev
- 1,300+
- Targeted IRR
- 20%+
Development Partners
The Podcast
The Long Game
Honest conversations with billionaire investors, world-class operators, brand savants, and elite capital allocators about risk, resilience, conviction, and what it truly costs to build something that endures.
Fred Voccola | The Long Game w/ Jay Roberts #30
Fred Voccola took Kaseya from a struggling software company to a $15 billion platform and is now building Simpro in downtown Miami. He explains why AI may transform the economics of the trades and what it takes to keep picking the right wave.
MOMENTS
Outside the Office
Insights
Explore our newsletter archive, spotlighting capital, policy, real estate development, The Long Game guests, and more.
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