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Artwork for The Long Game

The Long Game

Prosper Group
Miami, United States
Miami
Palm Beach
Florida
Luxury Real Estate
NEXT Health
Van Leeuwen Ice Cream
New York
KAST Construction
Peebles Corporation
Marketing
Hospitality
Longevity
Ice Cream
New York City
Continuum Companies
Dubai
Royal Yacht International
Wynwood
Brickell, Miami

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 un... more

PublishesWeeklyEpisodes25Founded3 months ago
Number of ListenersCategories
BusinessEntrepreneurship

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Artwork for The Long Game

Latest Episodes

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 Matthew Whitman Lazenby, President and CEO of Whitman Family Development and fourth-gener... more

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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 Elizabeth MacBride, financial journalist, national bestselling author, and co-author of C... more

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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 Sam Nazarian, one of the most influential entrepreneurs in hospitality, nightlife, and real... more

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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 Rosso, Founder & CEO of Rosso Development and one of the most influential real estate develop... more

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Recent Guests

Carlos Rosso
Developer of The Standard Midtown project; former president of Related Condos; long-time Miami developer
Independent developer / The Standard Midtown project
Episode: Carlos Rosso | The Long Game w/ Jay Roberts #21
Ralph Choeff
Architect known for tropical modern luxury homes
Choeff Levy Fischman (and partners)
Episode: Ralph Choeff | The Long Game w/ Jay Roberts #20
Brad Meltzer
President, partner, Two Roads Development
Two Roads Development
Episode: Brad Meltzer | The Long Game w/ Jay Roberts #19
Mike Neal
CEO of KAST Construction
KAST Construction
Episode: Mike Neal | The Long Game w/ Jay Roberts #18
Ben Van Leeuwen
Founder & CEO of Van Leeuwen Ice Cream
Van Leeuwen Ice Cream
Episode: Ben Van Leeuwen | The Long Game w/ Jay Roberts #17
Allie Eichner
President of Continuum Companies
Continuum Companies
Episode: Allie Eichner | The Long Game w/ Jay Roberts #16
Tommaso Chiabra
CEO and founder of Royal Yacht International; founder of Mangusta Capital
Royal Yacht International; Mangusta Capital
Episode: Tommaso Chiabra | The Long Game w/ Jay Roberts #15
Michael John Green
Chief of Economic Development & Strategy, Miami Downtown Development Authority (DDA)
Miami DDA
Episode: MJ Green | The Long Game w/ Jay Roberts #14
Fredrik Eklund
Real estate broker, founder of Eklund Gomes
Eklund Gomes / Element / Prosper Group
Episode: Fredrik Eklund | The Long Game w/ Jay Roberts #13

Hosts

Jay Roberts
Host of The Long Game
Brian Gale
Guest broker, office market expert

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Brad Meltzer | The Long Game w/ Jay Roberts #19
Q: How do you manage multiple ambitious projects across different regions (Miami, Tampa, Las Vegas, Bahamas)?
Brad describes relying on trusted project directors, strong local teams, and a disciplined upfront planning process to keep projects on schedule and aligned with brand standards.
Brad Meltzer | The Long Game w/ Jay Roberts #19
Q: What is it about relationships that has made you successful in building long-term client and partner networks?
He emphasizes people over widgets, the value of direct relationships, treating everyone with respect, and maintaining a network of go-to subcontractors who still collaborate decades later.
Brad Meltzer | The Long Game w/ Jay Roberts #19
Q: What were some of the first buildings you worked on, and what role did you start in?
Brad explains starting as an assistant superintendent in New York, learning the interiors market, and progressively taking on more responsibility, which cultivated trust with clients and laid a foundation for later leadership roles.
Alvaro Nuñez | The Long Game w/ Jay Roberts #003
Q: What are the practical things you do to incorporate affirmations into your daily routine, and how do you implement them in training?
Affirmations start with a daily gratitude practice, then a clear, sensory-driven vision of the future, followed by ensuring every action aligns with core values and the ultimate purpose. It's not just words—it's a structured routine that you repeat across cycles (daily, weekly, monthly) to keep the why front and center and to drive consistent progress.
Tommaso Chiabra | The Long Game w/ Jay Roberts #15
Q: What makes the off-market and international-water deals possible and sustainable?
He explains that many mega yacht deals are off-market and closed in international waters to simplify liability and tax considerations, with a heavy focus on trust, client relationships, and a rigid contractual framework to manage delivery timelines and costs.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
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Professions
Age Range
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Frequently Asked Questions About The Long Game

What is The Long Game about and what kind of topics does it cover?

The series centers on high-conviction operators, investors, and developers who build enduring wealth through disciplined risk-taking, strategic capital allocation, and resilience across cycles. Episodes often explore long-term value creation in real estate, hospitality, urban development, and private markets, with a focus on leadership, culture, partnerships, and navigating macro shifts. Notable threads include branding and product strategy in luxury markets, capital formation and cross-border investing, and building durable organizations that endure market downturns. The format tends to blend personal career arcs with actionable takeaways on scaling, governance, and long-horizon thinking, making it useful for listeners who want practical g... more

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How many listeners does The Long Game get?

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What are the audience demographics for The Long Game?

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How many subscribers and views does The Long Game have?

To see how many followers or subscribers The Long Game has on Spotify and other platforms such as Castbox and Podcast Addict, simply upgrade your account. You'll also find viewership figures for their YouTube channel if they have one.

Which podcasts are similar to The Long Game?

These podcasts share a similar audience with The Long Game:

1. Miami Dealmakers
2. No Cap by CRE Daily
3. The Rich Somers Report
4. The Iced Coffee Hour
5. POWERS

How many episodes of The Long Game are there?

The Long Game launched 3 months ago and published 25 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact The Long Game?

Our systems regularly scour the web to find email addresses and social media links for this podcast. We scanned the web and collated all of the contact information that we could find in our podcast database. But in the unlikely event that you can't find what you're looking for, our concierge service lets you request our research team to source better contacts for you.

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Rephonic pulls ratings and reviews for The Long Game from multiple sources, including Spotify, Apple Podcasts, Castbox, and Podcast Addict.

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Rephonic provides full transcripts for episodes of The Long Game. Search within each transcript for your keywords, whether they be topics, brands or people, and figure out if it's worth pitching as a guest or sponsor. You can even set-up alerts to get notified when your keywords are mentioned.

What guests have appeared on The Long Game?

Recent guests on The Long Game include:

1. Carlos Rosso
2. Ralph Choeff
3. Brad Meltzer
4. Mike Neal
5. Ben Van Leeuwen
6. Allie Eichner
7. Tommaso Chiabra
8. Michael John Green

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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