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Artwork for The Long Game

The Long Game

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

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

PublishesWeeklyEpisodes21Founded2 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 Ralph Choeff, Founding Partner of Choeff Levy Fischman Architecture + Design and one of the... more

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 with Brad Meltzer, President & Partner at Two Roads Development, one of the leading luxury ... more

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 with Mike Neal, CEO of KAST Construction, one of South Florida’s most respected builders ... more

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 with Ben Van Leeuwen, Founder & CEO of Van Leeuwen Ice Cream, one of the most recognizabl... more

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Recent Guests

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
Don Peebles III
CEO of Peebles Corporation
Peebles Corporation
Episode: Don Peebles III | The Long Game w/ Jay Roberts #12
Margit Brandt
Top real estate agent in Palm Beach
Private practice in Palm Beach
Episode: Margit Brandt | The Long Game w/ Jay Roberts #11
Fernando De Nuñez
CEO and co-founder of Vertical Developments
Vertical Developments
Episode: Fernando De Nuñez y Lugones | The Long Game w/ Jay Roberts #010

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.

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.
Michael Simas | The Long Game w/ Jay Roberts #007
Q: Why is attracting top talent and strategic partnerships critical to Florida's long-term growth?
Because a strong talent pipeline and private-public collaboration bring high-skilled jobs, diverse industries, and capital, allowing Florida to scale beyond its traditional hospitality base while maintaining broad-based benefits across the state.
Michael Simas | The Long Game w/ Jay Roberts #007
Q: What were the first initiatives when you joined the Council, and how did you set the focus for Florida's growth?
The team defined Florida's assets by region, identified high-wage, resilient sectors, and built a clear, region-wide focus to guide policy, government, and media communications so the state could grow in a balanced, coordinated way.
Don Peebles III | The Long Game w/ Jay Roberts #12
Q: What makes a successful long-term partner in development, especially when facing inevitable challenges?
Key values are transparency, sharing bad news, integrity, empathy, and a willingness to collaborate with counterparts to overcome obstacles and align long-term interests.
Don Peebles III | The Long Game w/ Jay Roberts #12
Q: What is your approach to sourcing deals and avoiding market-based opportunities?
The guest explains a preference for off-market opportunities, building personal relationships, and leveraging deep market thesis knowledge rather than chasing publicly marketed deals.

Audience Metrics

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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

Where can I find podcast stats for The Long Game?

Rephonic provides a wide range of podcast stats for The Long Game. We scanned the web and collated all of the information that we could find in our comprehensive podcast database. See how many people listen to The Long Game and access YouTube viewership numbers, download stats, audience demographics, chart rankings, ratings, reviews and more.

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. The Iced Coffee Hour
2. All-In with Chamath, Jason, Sacks & Friedberg
3. Prof G Markets
4. BiggerPockets Real Estate Podcast
5. The Diary Of A CEO with Steven Bartlett

How many episodes of The Long Game are there?

The Long Game launched 2 months ago and published 21 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.

Where can I see ratings and reviews for The Long Game?

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

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How do I access podcast episode transcripts for The Long Game?

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. Mike Neal
2. Ben Van Leeuwen
3. Allie Eichner
4. Tommaso Chiabra
5. Michael John Green
6. Fredrik Eklund
7. Don Peebles III
8. Margit Brandt

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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