Jake & Gino: Real Estate Investing & Multifamily

Jake & Gino

Real estate investing, multifamily, and apartment investing—where real estate meets real business ownership. Hosted by investor-entrepreneurs Jake Stenziano and Gino Barbaro, the show goes beyond buying apartments to teach you how to build a durable, well-run real estate business. Each episode blends deal analysis, market insights, leadership lessons, and hard-earned operating experience from owning and managing thousands of units. Whether you’re just starting out or scaling a portfolio, Jake & Gino deliver practical education, honest conversations, and proven frameworks to help you grow cash flow, build systems, and create long-term wealth—without losing sight of family, values, and purpose. Also included under The Jake & Gino umbrella: How To: From real estate underwriting and asset management to organizational structure and owner mindset, How To delivers clear frameworks and actionable guidance for investors who want to build and operate a real estate business with clarity, discipline, and control.

  1. Your Exit Strategy | With Brian Franco

    3D AGO

    Your Exit Strategy | With Brian Franco

    What if the business you’re building today… isn’t actually sellable? In this episode of the Jake & Gino Podcast, Gino Barbaro sits down with Brian T. Franco — founder & CEO of Meritage Partners — who has guided over $2 billion in business sales. Brian breaks down a hard truth:  👉 If your business can’t run without you, you don’t own a company… you own a job. This conversation dives deep into how founders can move from owner-dependent chaos to building durable, sellable companies that buyers actually want. Whether you’re years away from exiting or just getting started, this episode will challenge how you think about growth, leadership, and long-term value.  Brian is the author of Inevitable Exit, where he outlines a practical framework to help entrepreneurs build companies designed to sell for maximum value. Learn more: https://inevitableexit.com/  This episode is brought to you by Wheelbarrow Profits If you're looking to grow and scale your multifamily investing business, check them out 👉 wheelbarrowprofits.com    We're here to help create real estate entrepreneurs...   About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    48 min
  2. Market Update: Risks, Opportunities and What To Do

    MAR 20

    Market Update: Risks, Opportunities and What To Do

    Guest: Lon Welsh Founder of Ironton Capital, Your Castle Real Estate, and First Alliance Title, with over 20 years of experience in commercial real estate. 0:33 - Discussion on current market conditions 1:16 - Lon Welsh's insights on seller strategies 2:04- Gino Barbaro talks about market cycles 3:04- Lon Welsh on historical market trends 5:12- Discussion on current events affecting multifamily 7:05 - Gino Barbaro on asset opportunities 8:06 - Lon Welsh on investment strategies 10:21 - Gino Barbaro on past investment experiences 11:13 - Lon Welsh on capital raising challenges 12:12 - Discussion on deal flow and capital availability 13:00 - Gino Barbaro on Federal Reserve policies 14:56 - Lon Welsh on market preferences 16:06 - Gino Barbaro on market challenges 18:30 - Discussion on single-family home legislation 21:02 - Gino Barbaro on market adjustments 22:07 - Lon Welsh on housing expectations 23:16 - Gino Barbaro on historical real estate challenges 24:29 - Discussion on market adaptability 25:52 - Gino Barbaro on learning from market cycles 26:31 - Lon Welsh on consumer sentiment 27:48 - Gino Barbaro on investment opportunities We're here to help create real estate entrepreneurs...   About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    29 min
  3. How To Start Creating Your Legacy

    MAR 18

    How To Start Creating Your Legacy

    If you want to build a legacy, you need more than just money—you need the right foundation. In this episode, Gino breaks down the 3 essential pillars required to create a lasting legacy through business, family, and intentional living. Whether you're an investor, entrepreneur, or just getting started, this framework will help you think bigger and act with purpose. 00:00 Intro 00:35 What does “building a legacy” actually mean? 02:10 Why most people never build one 04:05 Gino’s personal journey & lessons 06:40 The mindset shift you need first 09:15 Pillar #1: Clarity & Vision 13:20 Pillar #2: Financial Foundation 18:05 Pillar #3: Family & Values 22:30 Active vs Passive investing for legacy 26:10 Common mistakes to avoid 29:45 How to start building your legacy today 33:20 Long-term thinking & delayed gratification 36:10 Creating impact beyond money 39:00 Final thoughts from Gino 41:00 Outro   Ready to start investing in multifamily real estate? Head over to 👉 wheelbarrowprofits.com and take the first step toward building long-term wealth. We're here to help create real estate entrepreneurs...   About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    18 min
  4. Understanding Market Dynamics In Real Estate

    MAR 16

    Understanding Market Dynamics In Real Estate

    Navigating the Current Multifamily Market: Insights from Matt Frazier In this episode, Jake and Gino host Matt Frazier, founder and CEO of Jones Street Investment Partners, to discuss the nuances of the multifamily real estate landscape amid shifting market dynamics. Matt shares his journey, investment strategies, and predictions for the coming year, providing valuable lessons for both new and seasoned investors. Timestamps 00:00 - Introduction and guest background: 25+ years in real estate and finance 02:21 - Current state of the multifamily market and interest rate outlook 03:51 - The fundamental problem: capital deployment and investor psychology 05:39 - Matt's origin story: From venture capital to real estate 07:42 - Early deals: Boston triplexes and market evolution 09:11 - Transition from small assets to larger, institutional-scale properties 12:24 - The regional focus: Northeast's resilience and supply-demand fundamentals 14:14 - Investment criteria: Value-oriented strategies in changing environments 15:48 - How vintage and location influence value-add opportunities 17:55 - What defines true value in multifamily investments? 19:10 - Market risks: Supply constraints, regulatory hurdles, and volatility 20:54 - Rent growth and market dynamics: Northeast vs. Sunbelt 22:48 - Mistakes in dealing with bridge debt and deal selection 24:56 - Advice for new investors entering today’s market 27:37 - Market diversity: Geographic reach from Maine to Virginia 28:23 - Secondary markets: Population thresholds and niche opportunities 30:37 - The psychology of investor appetite in smaller markets 33:33 - How investor psychology affects market segmentation and compression 36:42 - Market fundamentals: The importance of barriers to entry and supply constraints 37:17 - Building a scalable property management operation 39:49 - Challenges and opportunities in property management industry 42:37 - Emerging role of AI and technology in property operations 44:41 - Avoiding pitfalls: personnel and organizational mistakes 45:32 - Bold predictions for 2024: Market thaw and interest rate declines 47:07 - Connecting with Matt and closing remarks   Contact Matt Frazier: Jonesstreet.com Ready to dive into multifamily real estate? Start your journey at wheelbarrowprofits.com For more content and coaching, visit jakeandgino.com We're here to help create real estate entrepreneurs...   About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    49 min
  5. Starting a Business From Scratch? : Here´s Exactly What I´d Do

    MAR 11

    Starting a Business From Scratch? : Here´s Exactly What I´d Do

    00:00 Introduction 01:05 Why starting a business today is different 02:30 The mindset you need before launching a business 04:10 Identifying the right opportunity 06:05 Why most people start businesses the wrong way 08:00 The importance of learning before scaling 09:45 Building the right network and partnerships 11:30 Taking action instead of waiting for perfect conditions 13:20 Avoiding common beginner mistakes 15:00 Long-term thinking vs quick money 16:40 Final advice for new entrepreneurs 17:40 Closing thoughts   • Starting a business begins with mindset and clarity • Focus on solving real problems • Build relationships and partnerships early • Take consistent action instead of waiting for perfection • Think long term when building wealth and business More episodes on How To with Gino Barbaro and insights from Gino Barbaro and the Jake & Gino Podcast network. If you're looking to learn more about multifamily real estate investing and how to build long-term wealth, check out the resources, education, and community created by Gino Barbaro and Jake Stenziano. Learn more here:https://wheelbarrowprofits.com We're here to help create real estate entrepreneurs...   About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    18 min
  6. From Zero to $694M in Real Estate Development | Evan Holladay

    MAR 9

    From Zero to $694M in Real Estate Development | Evan Holladay

    In this episode of the Jake & Gino Podcast, hosts Jake Stenziano and Gino Barbaro sit down with real estate developer and investor Evan Holladay. In this conversation, Evan shares his journey into real estate development, the challenges of breaking into the industry, and the key lessons he learned while scaling large projects. He also explains how aspiring developers can get started, what it really takes to succeed in this space, and how real estate development can become a powerful path to building long-term wealth. 00:00 Intro 01:12 Introducing Evan Holladay 03:05 Evan’s Background and How He Got Into Real Estate 07:18 First Challenges Breaking Into Development 11:42 Understanding Affordable Housing Development 16:05 How Real Estate Developers Actually Make Money 20:34 The Complexity of Development Deals 24:10 Lessons From Leading $694M in Projects 28:20 How Beginners Can Enter Real Estate Development 32:15 Common Mistakes New Developers Make 36:05 Workforce & Affordable Housing Opportunities 40:10 Mentoring the Next Generation of Developers 43:20 Advice for Aspiring Real Estate Developers 46:10 Final Thoughts and Where to Connect With Evan 48:34 Outro Beyond development, Evan is passionate about mentorship and education. Through programs like Affordable Development Mastery, he helps guide the next generation of real estate developers looking to enter the affordable housing space. Connect with Evan Holladay 🌐 Affordable Development Masteryhttps://www.affordabledevelopmentmastery.com/ 📸 Instagramhttps://www.instagram.com/evanholladay/ 💼 LinkedInhttps://www.linkedin.com/in/evanholladay/Join the premiere multifamily community www.wheelbarrowprofits.com 🎧 Listen to more episodes of the Jake & Gino Podcast for insights on real estate investing, business, and wealth building. We're here to help create real estate entrepreneurs...   About Jake & Gino: Jake & Gino are multifamily investors, operators, and owners who have created a vertically integrated real estate company. They control over $350M in assets under management. Connect with Jake & Gino here --> https://jakeandgino.com. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    49 min
4.9
out of 5
835 Ratings

About

Real estate investing, multifamily, and apartment investing—where real estate meets real business ownership. Hosted by investor-entrepreneurs Jake Stenziano and Gino Barbaro, the show goes beyond buying apartments to teach you how to build a durable, well-run real estate business. Each episode blends deal analysis, market insights, leadership lessons, and hard-earned operating experience from owning and managing thousands of units. Whether you’re just starting out or scaling a portfolio, Jake & Gino deliver practical education, honest conversations, and proven frameworks to help you grow cash flow, build systems, and create long-term wealth—without losing sight of family, values, and purpose. Also included under The Jake & Gino umbrella: How To: From real estate underwriting and asset management to organizational structure and owner mindset, How To delivers clear frameworks and actionable guidance for investors who want to build and operate a real estate business with clarity, discipline, and control.

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