Jay Roberts.
Jay Roberts is a Miami real estate developer, founder and CEO of Prosper Group, host of The Long Game podcast and co-developer of Bugatti Residences Miami.
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.
Articles
In the Press
The Real Deal - Sep 15, 2026
Bugatti to brand Brickell condo tower along the Miami River
Commercial Observer
Prosper and Versluys Close $50M Land Deal for $650M Miami Condo Tower
Forbes
Entrepreneurs Are Turning Miami Into A Capital Of The K-Shaped Economy
South Florida Business Journal
Men’s health: Why biohacking is big business in South Florida
Local 10
Carnegie Mellon Planning New Miami Campus Thanks to $3 Billion Donation
MOMENTS
Outside the Office
Insights
Explore our newsletter archive, spotlighting capital, policy, real estate development, The Long Game guests, and more.
The Long Game - Aug 6, 2026
Kaseya's Fred Voccola On The AI Wave
The Long Game - Jul 16, 2026
How Melissa Medina Built Miami's Tech Ecosystem
The Long Game - Jun 11, 2026
Carlos Rosso
The Long Game - Jun 4, 2026
The Architect Who Changed Miami's North Bay Road
The Long Game - May 29, 2026
The Men Who Built Miami
The Long Game - May 21, 2026
A $100M Empire Built On Ice Cream
The Long Game - May 15, 2026
The Woman Behind Continuum's Return After 20 Years
The Long Game - May 8, 2026
The Man Behind The Mega Yachts
The Long Game - Apr 30, 2026
Downtown Miami Will Change Everything
The Long Game - Apr 23, 2026
Fredrik Eklund On The Power Of Visibility
The Long Game - Apr 16, 2026
Carrying On The Peebles Legacy
The Long Game - Apr 9, 2026
Palm Beach's Billionaire Whisperer
The Long Game - Mar 27, 2026
How Miami Is Winning The Global Buyer
The Long Game - Mar 19, 2026
What Happened To Miami's Office Market
The Long Game - Mar 5, 2026
Mathieu Massa: The Long Game
The Long Game - Jan 27, 2026
Introducing The Long Game Podcast
Real Estate's $1.8 Trillion Shift: Health Is the New Wealth
Wellness real estate is projected to reach $1.8 trillion by 2030 as buyers prioritize health-optimized homes, longevity infrastructure, clean air and water, recovery, and performance.
Conversations with Grant Cardone & Rich Somers
Jay Roberts discusses large-scale development, capital strategy, waterfront real estate, South Florida's growth, and wellness-driven design with Grant Cardone and Rich Somers.
The Long Game
From Trump Administration To A $1 Billion Portfolio
Billionaires Back South Florida Growth
Stephen Ross and Ken Griffin back a national campaign positioning South Florida as a leading destination for business, talent, investment, and long-term real estate growth.
The Wealth Pipeline to Watch: Dubai to Miami
Geopolitical uncertainty in the Gulf, new U.S. residency pathways, and Miami's tax and lifestyle advantages could accelerate the movement of globally mobile wealth from Dubai to South Florida.
The End of Property Taxes in Florida
Florida's proposed homestead exemption expansion could eliminate property taxes for most primary homeowners, reduce ownership costs, and strengthen the state's appeal to residents and investors.
The Long Game
Shaping Florida's Next 50 Years
Where Tech Goes, Money Follows
Tech founders and global wealth are relocating to South Florida, driving record all-cash luxury sales and establishing Indian Creek as a defining signal of Miami's capital migration.
Davos 2026
A perspective from the World Economic Forum on renewed American business confidence, deregulation, global capital inflows, and the need to act decisively in a high-conviction growth cycle.
The Problem with Short-Term Thinking
Larry Fink's warning about short-term corporate thinking reinforces Prosper Group's focus on patient capital, prime locations, investor education, and decisions built to compound over generations.
What a Kevin Warsh Fed Era Means for Real Estate
A changing Federal Reserve could improve the cost-of-capital trajectory, revive transaction activity, and reward well-underwritten real estate with durable income and strong fundamentals.
The Long Game
He Built A Media Empire For The 1%
Why Sunshine Is a Growth Strategy
Palantir's move to Miami highlights how lower policy friction, business formation, talent attraction, and Florida's tax environment are accelerating the Gold Coast's growth.
The Long Game
Reinventing The Energy Drink
The Long Game
The CEO Behind Douglas Elliman's $20B Pipeline
The Long Game
Kobi Karp On The Long Game
The Income Tax Problem
High-income taxes often export wealth, businesses, and opportunity instead of reducing inequality, while Florida continues to attract residents and capital from high-tax states.
The Long Game
The Four-Generation Dynasty Behind Bal Harbour Shops
The Long Game