The Long Game

$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 Prosper Group, we sit down with M.J. Green, Chief of Economic Development & Strategy at the Miami Downtown Development Authority.MJ brings a unique background—from wealth management at major financial institutions to building community development funds that have deployed capital across the U.S.—before stepping into one of the most important roles shaping Miami’s future.We dive into what’s really driving Miami’s explosive growth—from downtown development and infrastructure to the influx of capital, talent, and global attention. MJ breaks down the strategy behind transforming Miami into a true 24/7 urban core—and why the job is far from finished.We also get into the numbers behind the boom, the evolution from a tourism-driven city to a diversified business hub, and what it will actually take for Miami to compete on a global level over the next decade.🎯 TAKEAWAYS:Why Miami is in a once-in-a-generation “timing window” for growthHow the DDA is using grants and incentives to attract restaurants, retail, and startupsThe real impact of 500,000+ monthly cruise passengers on downtown economicsWhy downtown Miami now has three built-in customer bases (residents, workers, tourists)How projects like Flagler Street, the Baywalk, and the Underline are reshaping connectivityWhy Miami shouldn’t try to become Silicon Valley—and what it should be insteadHow rising wages and population growth are stabilizing the city’s economyThe role of relationships and community in building long-term business successWhy global capital, logistics, and lifestyle are all converging in Miami right nowWhat needs to happen next for Miami to fully become a world-class business hubStay up to date with Jay Roberts:Instagram: / jayroberts

$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 Prosper Group, we sit down with Fredrik Eklund, one of the most successful real estate brokers in the world.Fredrik has sold nearly $30 billion in real estate, sold out over 140 buildings, and became a global name through Million Dollar Listing New York - but he started in New York with no clients, no network, and no safety net.We dive into his journey from early startup failures to breaking into real estate and using TV to build one of the most powerful personal brands in the industry. He explains how he went from his first deal to becoming a go-to broker for developers worldwide.We also cover what separates elite brokers, why authenticity wins, and how building a strong team has kept him at the top for over two decades.🎯 TAKEAWAYS:Why Fredrik believes being fully yourself is the ultimate sales advantageHow he used reality TV as a strategic tool to build trust at scaleThe real story behind his first deal—and why he still remembers every detailWhy new development is the highest level of real estate and how he dominates itHow timing, luck, and preparation combined to launch his careerWhy the best brokers think like developers—not just salespeopleThe importance of building a team that feels like family (and why solo agents fall behind)What ultra-wealthy buyers actually want—and how it differs by marketWhy long-term success in real estate takes at least 5 years of real commitmentHow exposure from TV turned into daily inbound listings and deal flowStay up to date with Jay Roberts:Instagram: https://instagram.com/jayroberts

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 largest Black-owned real estate development company in America.We dive into his origin story—growing up at the dinner table learning cap rates before long division, being immersed in the family business from an early age, and building his own credibility inside one of the most respected development firms in the country.Our conversation explores how The Peebles Corporation has built a four-decade track record across major U.S. cities by targeting both ends of the market—ultra-luxury and affordable housing—while most developers compete in the middle. Don breaks down the story behind the Bath Club, one of Miami Beach’s most historic private clubs and now a cornerstone asset in the firm’s portfolio.He also shares why off-market relationships are the only deals worth doing, what the next generation of real estate development looks like, and the mindset that has kept The Peebles Corporation at the top for over 40 years.This episode reveals what it looks like when legacy, credibility, and the right market thesis compound across generations.🎯 TAKEAWAYS:Why The Peebles Corporation targets both ends of the barbell—ultra-luxury and affordable housing—and why chasing the middle is a losing strategyThe full story behind the transformation of the Bath Club into one of the firm’s most iconic assets as it approaches its 100th yearWhy a 12-seat omakase restaurant inside the club could be on the verge of a Michelin starHow nearly 5,000 affordable housing units could define the firm’s next chapter—and why affordability should be a stepping stone to ownershipHow Peebles wins deals by going directly to sellers and avoiding marketed listings entirelyWhy information is more valuable than money—and how transparency builds long-term investor trustHow AI is reshaping real estate and why interpersonal skills now matter more than technical expertiseIf you’re interested in investing with Prosper Group, visit https://prospergroup.com/invest/Stay up to date with Jay Roberts:Instagram: https://www.instagram.com/jayrobertsFor more information about Don Peebles III and The Peebles Corporation:https://peeblescorp.com

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 Properties.If you’re interested in investing with Prosper Group, visit prospergroup.com/investStay up to date with Jay Roberts at instagram.com/jayrobertsFor more information about Margit Brandt, visit https://margitbrandtpalmbeach.com

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 forces shaping Miami’s real estate market.From investment banking and international markets to building ultra-luxury branded residences, Fernando shares how capital flows, geopolitical shifts, and demographic trends are driving unprecedented growth in South Florida.They discuss:Why global capital is moving into MiamiThe strategy behind branded luxury developmentsHow macroeconomics impacts real estate decisionsThe future of interest rates, debt markets, and investor behaviorWhy Miami continues to outperform global citiesIf you want to understand how wealth, capital, and real estate intersect on a global level—this episode is for you.

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 game” isn’t just a phrase, it’s a requirement.From raising capital to executing deals, Leonard explains how alignment between sponsors and investors is what separates sustainable success from short-term wins. This conversation goes beyond theory and dives into the full lifecycle of an investment from acquisition to exit and what serious investors should be paying attention to at every stage.We cover: Why having real capital at risk changes everything.The importance of investor alignment and accountability.What a proven track record actually looks like.How strong investor relations are built over time.The formula that consistently delivers results.This episode is a clear look into how experienced operators think about capital, risk, and long-term performance.

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 highest end of the market, that number jumps to 85%. At the same time, cities like New York are proposing higher income taxes, property taxes, and major changes to estate taxes.So what does the data actually show?We cover:The surge of all-cash buyers in Miami real estateWhat rising tax policies in New York could meanThe growing divide between high-tax and low-tax statesWhy Florida continues attracting capital and high-net-worth individualsThis episode focuses purely on the numbers — and what they reveal about where money is moving in the U.S.

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 market has shifted, what agents are seeing on the ground, and how strategies are evolving in response. Brian shares his perspective on staying competitive, adapting to changing conditions, and the role of consistency and marketing in closing deals.The conversation also touches on client expectations, navigating uncertainty, and what it takes to keep momentum in a slower or more complex market.If you're in real estate or paying attention to where the market is heading this is a grounded look at what’s actually going on right now.

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 companies, investors, and entrepreneurs are increasingly choosing the state.Michael shares insights from his career in New York and explains how Florida’s business environment, talent pipeline, and pro-growth policies are attracting capital and innovation. We also discuss infrastructure, affordable housing, and the long-term strategy behind Florida’s continued expansion.GoldCoastFlorida.com

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 journey from growing up in the south of France to building a multi-million dollar hospitality and real estate portfolio in Miami.Mathieu shares how he moved to Miami in 2007, raised capital from Europe, and began investing in distressed real estate during the 2008 financial crisis. His first deal — a retail condo on Ocean Drive purchased for $3 million — set the foundation for a vertically integrated strategy combining real estate, hospitality, and brand building.We dive into:• Buying Miami real estate at the bottom of the market• Turning a $3M restaurant into a $15M revenue concept• Scaling Marion into a $20M restaurant post-COVID• Acquiring and redeveloping the property that became Queen• Navigating a $40M construction and real estate project during uncertain times• Why hospitality is a marathon — not a sprint• Building culture, loyalty, and long-term team retention• Expanding into Las Vegas, Dubai, and beyondMathieu also opens up about the personal side of entrepreneurship — doubt, setbacks, ego, loss, and the internal work required to lead at a high level.

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 and delivering some of the market’s highest-value luxury developments.In this episode of The Long Game, we break down the mindset behind longevity, the evolution of high-end real estate, record-breaking price points, and what it takes to design projects that stand the test of time.

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. We explore how Kevin helped launch and scale the company, what’s driving the shift toward proactive, data-driven medicine, and his bold vision for living well beyond 150 years. A powerful conversation on performance, prevention, and designing a longer, stronger life.

In this episode, Jay sits down with ultra-endurance athlete, entrepreneur, author, and high-performance trailblazer Alvaro Nunez. Together they unpack the mindset that drives Alvaro to tackle feats most people wouldn’t attempt — from running marathons across seven continents in seven days, conquering the harshest races on Earth, to using extreme challenges as tools for mental toughness, purpose, and personal evolution. Hear how discipline, resilience, and relentless curiosity shape his approach to life, business, and what it really takes to play the long game.

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 realities of operating at the highest level of a competitive market, and the long-term mindset required to build sustained success in real estate and beyond.

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 established developers in the country.Isaac joins Jay to talk about what separates long-term winners from short-term thinkers, why he only invests in prime real estate, and how conviction, speed, and selectivity shape his decision-making. He breaks down the importance of choosing the right partners, leaving ego and greed out of deals, and why his business model evolved from sole ownership to long-term joint ventures. Isaac also shares lessons learned from past mistakes, the role family and values play in his work, and why doing what’s right for the deal leads to repeat success over time.