Shows / The Long Game
The Long Game
The Long Game is a podcast hosted by Jay Roberts, CEO of Prosper Group. It is a conversational podcast series featuring billionaire investors, world-class operators, and elite capital allocators who have built enduring wealth through discipline, conviction, and resilience. This podcast explores how real fortunes, brands and companies are created - not overnight, but across cycles - by those who understand risk, survive setbacks, and compound trust, capital, and judgment over decades.
Episodes
- The Long Game
Patrick Murphy | The Long Game w/ Jay Roberts #38
On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with Patrick Murphy, Executive Vice President and Chief Investment Officer of Coastal…
- The Long Game
Louis Birdman | The Long Game w/ Jay Roberts #37
On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with Louis Birdman, Co-Founder of 1000 Group and one of the developers behind One…
- The Long Game
Manny Angelo Varas | The Long Game w/ Jay Roberts #36
On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with Manny Angelo Varas, Founder, President and CEO of MV Group USA, the luxury…
- The Long Game
Alicia Cervera | The Long Game w/ Jay Roberts #35
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Joe Magazine | The Long Game w/ Jay Roberts #34
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
John Parsiani | The Long Game w/ Jay Roberts #33
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of **The Long Game**, Prosper Group CEO Jay Roberts sits down…
- The Long Game
Matthew Baron | The Long Game w/ Jay Roberts #32
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Vicki Lopez | The Long Game w/ Jay Roberts #31
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Fred Voccola | The Long Game w/ Jay Roberts #30
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Michelle Cordeiro Grant | The Long Game w/ Jay Roberts #29
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Jay Parker | The Long Game w/ Jay Roberts #28
On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with Jay Parker, CEO of Douglas Elliman’s Florida region and President of Douglas…
- The Long Game
Melissa Medina | The Long Game w/ Jay Roberts #27
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Alfonso Costa JR. | The Long Game w/ Jay Roberts #26
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Kamal Hotchandani | The Long Game w/ Jay Roberts #25
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Matthew Whitman | The Long Game w/ Jay Roberts #24
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Elizabeth Macbride | The Long Game w/ Jay Roberts #23
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Sam Nazarian | The Long Game w/ Jay Roberts #22
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Carlos Rosso | The Long Game w/ Jay Roberts #21
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game, Prosper Group CEO Jay Roberts joins Carlos…
- The Long Game
Ralph Choeff | The Long Game w/ Jay Roberts #20
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game, Prosper Group CEO Jay Roberts sits down with…
- The Long Game
Brad Meltzer | The Long Game w/ Jay Roberts #19
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com.On this episode of The Long Game by Prosper Group CEO Jay Roberts, we sit down…
- The Long Game
Mike Neal | The Long Game w/ Jay Roberts #18
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game by Prosper Group CEO Jay Roberts, we sit down…
- The Long Game
Ben Van Leeuwen | The Long Game w/ Jay Roberts #17
Never miss an episode. Sign up for The Long Game newsletter at ProsperGroup.com. On this episode of The Long Game by Prosper Group CEO Jay Roberts, we sit down…
- The Long Game
Allie Eichner | The Long Game w/ Jay Roberts #16
On this episode of The Long Game by Prosper Group CEO Jay Roberts, we sit down with Allie Eichner, President of Continuum Companiesand one of the leading…
- The Long Game
Tommaso Chiabra | The Long Game w/ Jay Roberts #15
$2.8B real estate development pipeline. Become an investor here: https://prospergroup.com/invest/ On this episode of The Long Game by Jay Roberts, CEO of…
- The Long Game
MJ Green | The Long Game w/ Jay Roberts #14
$2.8B real estate development pipeline. Become an investor here: https://prospergroup.com/invest/ On this episode of The Long Game by Jay Roberts, CEO of…
- The Long Game
Fredrik Eklund | The Long Game w/ Jay Roberts #13
$2.8B real estate development pipeline. Become an investor here: https://prospergroup.com/invest/On this episode of The Long Game by Jay Roberts, CEO of…
- The Long Game
Don Peebles III | The Long Game w/ Jay Roberts #12
On this episode of The Long Game by Jay Roberts, CEO of Prosper Group, we sit down with Don Peebles III, Chief Operating Officer of The Peebles Corporation…
- The Long Game
Margit Brandt | The Long Game w/ Jay Roberts #11
On this episode of The Long Game by Jay Roberts, CEO of Prosper Group, we sit down with Margit Brandt, Senior Luxury Real Estate Advisor at Premier Estate…
- The Long Game
Fernando De Nuñez y Lugones | The Long Game w/ Jay Roberts #010
In this episode of The Long Game, Jay Roberts sits down with Fernando De Nuñez y Lugones, CEO & Co-Founder of Vertical Developments, to break down the global…
- The Long Game
Leonard Chinchay | The Long Game w/ Jay Roberts #009
In this episode of The Long Game, we sit down with Leonard Chinchay to break down what actually builds trust in real estate investing and why “skin in the…
- The Long Game
70% Cash in Miami… While NYC Raises Taxes?
we break down the numbers behind one of the biggest economic shifts happening right now.In 2025, 70% of Miami-Dade $1M+ condo purchases are all cash — and at…
- The Long Game
Brian Gale | The Long Game w/ Jay Roberts #008
In this episode of The Long Game, Jay Roberts sits down with Brian Gale to break down what’s happening in today’s real estate market.They discuss how the…
- The Long Game
Michael Simas | The Long Game w/ Jay Roberts #007
In this episode of The Long Game, we sit down with Michael Simas, CEO of the Florida Council of 100, to discuss Florida’s rapid economic growth and why…
- The Long Game
Mathieu Massa | The Long Game w/ Jay Roberts #006
In this episode of The Long Game, we sit down with Mathieu Massa, the founder behind some of Miami’s most iconic hospitality concepts, to break down his…
- The Long Game
Kobi Karp | The Long Game w/ Jay Roberts #005
In this episode of The Long Game, we sit down with internationally acclaimed Architect Kobi Karp who has spent more than four decades shaping Miami’s skyline…
- The Long Game
Kevin Peake | The Long Game w/ Jay Roberts #004
On this episode, we sit down with Kevin Peake, president and co-founder of NEXT Health, one of the fastest-growing brands in health optimization and longevity…
- The Long Game
Alvaro Nuñez | The Long Game w/ Jay Roberts #003
In this episode, Jay sits down with ultra-endurance athlete, entrepreneur, author, and high-performance trailblazer Alvaro Nunez. Together they unpack the…
- The Long Game
Dina Goldentayer | The Long Game w/ Jay Roberts #002
In this episode of The Long Game, Jay Roberts sits down with Dina Goldentayer, a leading Miami Beach luxury real estate expert. They discuss her career, the…
- The Long Game
Isaac Toledano | The Long Game w/ Jay Roberts #001
Isaac Toledano is a real estate developer and the Founder & CEO of BH Group, with active projects across Florida and partnerships with some of the most…