CT Real Estate Edge Podcast

Hosted by Robert Weinberg

Business Investing

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Episodes

100

Latest episode

Jun 2026

Language

EN-US

About the show

Welcome to the CT Real Estate Edge Podcast, your source for tips and tricks on building wealth through Real Estate in the state of Connecticut (US). You will get the best techniques from the leading experts in Real Estate and Lending with your host, Robert Weinberg.

Listen to episodes

60 recent

June 16, 2026Episode 946 min

How Jennifer Leahy Dominates Connecticut's Ultra-Luxury Real Estate Market

Selling a home in Greenwich, Connecticut is not like selling anywhere else. The buyers are sophisticated, the stakes are high, and the margin for error is zero. In this episode of the CT Real Estate Edge Podcast, Rob Weinberg sits down with Jennifer Leahy, one of the most accomplished luxury real estate agents in the country, to talk about what it actually takes to move high-end properties in Fairfield County and beyond. Jennifer leads the Jennifer Leahy Team at Compass, consistently ranked the number one team in Connecticut by Real Trends. With over $1.25 billion in career sales and a client list that spans some of the most discerning buyers and sellers in the tri-state area, Jennifer offers a perspective on the luxury market that is rare, candid, and deeply practical. This conversation goes beyond the price tags. Jennifer and Rob dig into the psychology of the ultra-luxury transaction, the marketing strategies that actually move eight and nine-figure properties, and why selling at the top of the market demands a completely different playbook. If you are thinking about buying or selling at the upper end of the Connecticut market, this is the episode that will change how you think about the process. Connect with Jennifer on Instagram : @jenniferleahyhomes

June 5, 2026Episode 837 min

40 Years, $1 Billion in Sales: Greenwich CT Real Estate Secrets with Russell Pruner

What does it take to build a real estate career spanning 40 years, over 500 transactions, and more than a billion dollars in sales? In this episode of the CT Real Estate Edge Podcast, host Rob Weinberg sits down with Russell Pruner, one of Greenwich, Connecticut's most respected and decorated real estate brokers. Russell has been navigating the Greenwich market since 1985, and in this conversation he pulls back the curtain on what it really takes to buy, sell, and succeed in one of the most competitive luxury real estate markets in the country. Whether you're a first-time buyer eyeing Cos Cob or Riverside, a homeowner thinking about downsizing, or a seller looking to position a luxury property in back-country Greenwich for maximum return, this episode is packed with insight you won't find anywhere else. Russell is a six-time President of the Greenwich Association of REALTORS, Greenwich REALTOR of the Year, a Certified Residential Specialist (CRS), Senior Real Estate Specialist (SRES), and a current member of the Greenwich Streets Team at Compass. His approach is simple: every decision grounded in data, every client treated with honesty and care. If you're buying or selling in Greenwich, CT, this is the episode to listen to before you make your next move. Connect with Russell Pruner: greenwichstreets.com

May 8, 2026Episode 729 min

50 Deals a Year: How Chris Gavre Scaled a Real Estate Model Nobody's Talking About

What if there was a real estate strategy generating $40K to $75K per deal — in about four months — that most investors have completely ignored? In this episode of the CT Real Estate Edge Podcast, Rob Weinberg sits down with Chris Gavre, a real estate investor who built a portfolio of nearly 150 rental units by age 25 before pivoting to one of the most underrated plays in today's market: land-home packages. Chris breaks down exactly how his land-home investing model works, why affordable housing demand is fueling its growth, and how he scaled to 50 deals per year with the right systems in place. Whether you're a seasoned investor looking for a better ROI strategy or someone just getting started in real estate, this conversation will open your eyes to an opportunity hiding in plain sight.

April 9, 2026Episode 622 min

What Homebuyers Get Wrong When Choosing a Realtor and Lender

In this episode of Connecticut Real Estate Edge, Rob Weinberg breaks down the biggest mistakes homebuyers make when choosing a realtor or mortgage lender and how these decisions can impact your finances far beyond the closing table. Many buyers focus on interest rates and home prices, but overlook the importance of working with the right professionals. Rob explains why choosing based on convenience, chasing the lowest rate, and failing to ask the right questions can lead to costly outcomes. Whether you’re a first-time homebuyer or planning your next real estate move, this episode will help you make smarter decisions and avoid costly pitfalls.

March 12, 2026Episode 522 min

The Real Estate Wealth Team Every Homebuyer and Investor Needs

In this episode, Rob breaks down why building the right real estate wealth team is one of the most overlooked keys to long-term financial success. While many people think wealth in real estate is just about finding the perfect property, Rob explains why the people around you often matter even more than the deal itself. Drawing from his experience helping thousands of homeowners and investors navigate the mortgage and home buying process, Rob walks through the key professionals that make up a team including real estate agents, lenders, attorneys, inspectors, and financial advisors. He also explains the different phases of the wealth team, incorporating future growth and deeper discussions with syndicators, developers, and real estate entrepreneurs. Whether you’re buying your first home, building an investment portfolio, or simply trying to make smarter financial decisions around real estate, this episode will help you understand how the right team can protect you from costly mistakes and open doors to bigger opportunities.

February 16, 2026Episode 436 min

The Gift of Failure: How Setbacks Built Ari Rastegar’s Real Estate Empire

In this episode, Rob sits down with billionaire real estate developer and investor Ari Rastegar, CEO of Rastegar Property Company, to unpack how failure, discipline, and resilience became the foundation of his real estate empire. Ari shares his journey from investing during law school to developing projects across 38 cities and 13 states, and why some of his toughest setbacks became his greatest teachers. They dive into what it really takes to scale in today’s market, how to build durable wealth beyond short-term wins, and why transparency and discipline are the ultimate unfair advantages in real estate. Whether you’re an investor, entrepreneur, or real estate professional, this episode delivers powerful mindset shifts and real-world strategies for building lasting success through adversity. Connect with Ari: www.RastegarCapital.com or www.RastegarInvest.com

February 2, 2026Episode 337 min

How to Build Lifetime Cash Flow Through Multifamily Real Estate with Rod Khleif

In this episode of Connecticut Real Estate Edge, Rob Weinberg sits down with legendary real estate investor and educator Rod Khleif, host of the Lifetime Cash Flow Through Real Estate podcast and mentor to thousands of investors worldwide. Rod shares the powerful story of losing over $50 million during the 2008 crash and how that experience reshaped his mindset, investing strategy, and approach to building lasting wealth. Together, Rob and Rod break down why today’s market represents one of the largest wealth transfer opportunities in real estate, how multifamily investing outperforms single-family long term, and the due diligence mistakes that can wipe out even experienced investors. Whether you’re a new investor, seasoned real estate professional, or someone looking to create long-term cash flow through smart property investing, this conversation delivers real-world frameworks and hard-earned lessons you can apply immediately. Connect with Rod: https://rodkhleif.com/ and https://rodslinks.com

January 19, 2026Episode 238 min

The Beginners Guide to Mobile Home Investing and Land-Home Developments with Special Guest Robert Howell

In this episode of, Rob sits down with Robert Howell, an affordable housing investor specializing in mobile home parks and land-home developments with over 250 lots across the Southeast. Robert breaks down why mobile homes are one of the most overlooked wealth-building strategies in real estate and how beginners can get started with land-home packages, even without large amounts of capital. You’ll learn the biggest misconceptions around mobile home investing, how to structure win-win deals with private lenders, and why affordable housing can be both profitable and purpose-driven. If you’re looking for practical, beginner-friendly strategies to build cash flow while solving real housing problems, this episode delivers real-world insight you can apply immediately.

January 8, 2026Episode 124 min

How a Powerful Team Helps You Succeed in Any Real Estate Market

In this season-opening episode of Connecticut Real Estate Edge, Rob kicks off 2026 by breaking down why having the right team is one of the most important factors in building wealth through property ownership. Rob explains why a great real estate agent matters, how the right professionals can save you time, money, and stress, and what listeners can expect from this upcoming interview-driven season. From real estate agents and attorneys to inspectors, appraisers, and financial professionals, this season is all about introducing the wealth team — the experts who help you make smarter decisions when buying, selling, or investing in real estate. Rob also previews the types of conversations coming up and how these insights can help first-time buyers, move-up buyers, and seasoned investors alike. Whether you are buying, selling, refinancing, or planning your next investment, this episode sets the stage for a powerful season focused on relationships, expertise, and the people who help you win in real estate.

December 19, 2025Episode 1022 min

The Calm Path to Wealth: A Step-by-Step Financial Blueprint

In this episode, Rob breaks down The Wealth Blueprint, a simple, proven framework for building long-term wealth without hype, shortcuts, or unnecessary risk. He connects the dots from cash flow and credit to protection, homeownership, and sustainable investing, showing how real wealth is built step by step over time. Rob explains why most people feel stuck or overwhelmed with money, how skipping financial steps creates stress later, and what order actually matters when preparing for homeownership, real estate investing, or long-term financial security. This episode brings clarity to the entire wealth-building process and helps listeners identify exactly where they are and what to focus on next. Perfect for future homebuyers, homeowners, and investors who want a clear, confident plan to build wealth without chasing trends or taking reckless risks.