Jake & Gino: Real Estate Investing & Multifamily

Jake & Gino
  • 4.9 (829)
  • INVESTING
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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. From Zero to $694M in Real Estate Development | Evan Holladay

    1D AGO

    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
  2. How To Create Multiple Streams of Revenue - How To Show

    5D AGO

    How To Create Multiple Streams of Revenue - How To Show

    In this episode of the Jake and Gino Podcast – How To Show, we discuss how to create multiple streams of revenue without sacrificing focus or stability. True growth doesn’t come from chasing opportunities. It comes from mastering your core business, building repeatable systems, and expanding strategically. Timestamps 00:00 Introduction 02:10 The Truth About Multiple Income Streams 05:05 Why Most Entrepreneurs Diversify Too Early 08:20 The Importance of a Strong Foundation 11:40 Active vs Leveraged Revenue Explained 14:50 Signs You’re Ready to Expand 17:30 Systems Create Scalable Growth 20:10 Avoiding Shiny Object Syndrome 22:30 A Smarter Approach to Long-Term Growth 23:40 Closing Thoughts If you’re ready to grow inside a proven multifamily framework, join our premier community: 👉 www.wheelbarrowprofits.com Learn more about Jake & Gino here: 👉 https://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.

    24 min
  3. Navigating the Affordable Housing Landscape

    MAR 2

    Navigating the Affordable Housing Landscape

    In this episode, Jake Stenziano and Gino Barbaro sit down with Evan Holladay, a developer focused on affordable housing. Evan shares how he broke into the industry, the realities of managing complex development projects, and the critical role strong partnerships play in bringing deals to life. The conversation explores the growing demand for affordable housing in the U.S., the financial structure behind these projects, including the use of tax credits, and the many layers involved in navigating approvals and construction. Evan also offers practical advice for investors and developers looking to enter the space while creating meaningful, community-focused impact. Chapters: 00:00 Introduction and Guest Introduction 00:48 Evan's Journey into Affordable Housing 05:09 The Development Process and Challenges 10:28 Understanding Affordable Housing and Tax Credits 15:55 The Buy Right, Operate, Exit Framework 21:11 Partnerships and Risks in Development 22:52 Future of Affordable Housing Development 25:09 Uncovering the Hidden Opportunities in Development 26:54 Financial Rewards and Developer Fees 29:26 Understanding the Long-Term Benefits and Risks 31:05 Navigating the Complexities of Affordable Housing 34:28 Scaling and Systematizing Development Projects 38:38 Lessons Learned from Development Challenges 41:09 Future Opportunities in Affordable Housing 43:02 Logo-animation-JG-New Intro-Sanddunes.mp4   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.

    43 min
  4. ACTIVE VS PASSIVE REAL ESTATE INVESTING: Which one is right for you?

    FEB 25

    ACTIVE VS PASSIVE REAL ESTATE INVESTING: Which one is right for you?

    Are you investing in real estate the right way to achieve your financial goals?  There are two ways to invest in real estate: 👉 Active 👉 Passive But here’s the real question — are you truly generating passive income, or just hoping you will? Many investors jump into deals without fully understanding the risks, the operator, the numbers, or the exit strategy. Real estate can create life-changing wealth — but only if you understand how the game works. If you're unsure whether active or passive investing is the right fit for your goals, time, and capital, we’re here to help. 📅 Book a strategy call with our team today and gain clarity on the best path forward. Your clarity today determines your wealth tomorrow. 🔗 Learn more and access additional resources:https://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.

    20 min
  5. From Flipping to Multifamily: A Journey

    FEB 23

    From Flipping to Multifamily: A Journey

    In this episode, Jake and Gino welcome investor Axel Ragnarsson for an in-depth conversation on building and sustaining success in real estate. Axel reflects on his path from small entrepreneurial ventures to owning multifamily properties, underscoring the importance of long-term thinking, disciplined execution, and surrounding yourself with the right people. The discussion covers market shifts, operational efficiency, financing approaches, and how technology is reshaping property management. Axel also shares practical lessons on overcoming today’s market challenges, offering actionable guidance for investors at every stage of their journey. Chapters: 00:00 Introduction  01:05 The Shift in Real Estate Investing 03:08 Axel's Journey into Real Estate 05:12 Transitioning from Flipping to Long-Term Investing 09:52 Understanding Deal Criteria and Value-Add Opportunities 13:37 Financing Strategies for Multifamily Properties 18:47 Operational Excellence in Property Management 26:21 The Importance of Exit Strategies 28:56 Challenges in Real Estate Investing 31:01 Wrap-Up and Key Takeaways 55:02 Logo-animation-JG-New Intro-Sanddunes.mp4     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.

    55 min
  6. What’s Really Holding Back Your Business?

    FEB 18

    What’s Really Holding Back Your Business?

    In this conversation, Gino Barbaro explores the behavioral side of business coaching—an area he believes is often ignored. While most coaching programs focus on strategies, systems, and models, Gino argues that real success is driven by the beliefs, habits, and emotional patterns operating beneath the surface. Drawing from his experience in both the restaurant and real estate industries, he reflects on how early family influences and childhood experiences shaped his mindset around money and risk. Gino emphasizes the importance of combining practical business strategy with deep behavioral awareness, advocating for a more holistic approach that addresses both execution and mindset to create lasting growth and meaningful success. 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.

    19 min
  7. Zero Interest Funding: A Game Changer for Entrepreneurs

    FEB 16

    Zero Interest Funding: A Game Changer for Entrepreneurs

    In this episode of the Jake and Gino Podcast, hosts Jake Stenziano and Gino Barbaro sit down with Jack McColl, co-founder of Scale with Funding, to explore creative funding strategies for entrepreneurs. Jack breaks down how business owners can access 0% interest business credit cards for 12 to 18 months, enabling them to deploy capital strategically without the pressure of immediate repayment. He also highlights the critical role of building a strong personal credit profile to unlock larger credit lines—an especially powerful tool for entrepreneurs who are still in the early stages and not yet generating significant revenue. Takeaways: Access to 0% interest credit can boost business growth. Building a strong personal credit profile is essential. Credit stacking allows for maximizing funding potential. Risks include overextending financially with credit. Preparation is key to seizing business opportunities. Chapters: 00:00 Introduction to Credit Stacking 03:16 Understanding Zero Interest Credit Cards 06:03 Target Audience for Credit Stacking 08:59 Risks and Downsides of Credit Stacking 11:55 Good Debt vs. Bad Debt 14:59 The Importance of Personal Credit 17:56 Maximizing Credit Utilization 21:10 Personal Credit Card Strategies 24:05 Travel Hacking with Credit Points 26:55 The Five Factors of Credit Scores 29:55 The Future of Credit Card Interest Rates 33:17 Mindset and Responsibility in Entrepreneurship 36:05 Preparation for Opportunities 38:54 Conclusion and Final Thoughts   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.

    50 min
  8. Should I Invest in this Real Estate Deal

    FEB 11

    Should I Invest in this Real Estate Deal

    Chapters: 00:00 Introduction to Investment Decisions 02:36 Understanding Exit Strategies 05:13 Evaluating Investment Metrics 08:13 The Importance of Conservative Underwriting 10:32 Return on Effort in Investments         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.

    15 min
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out of 5
829 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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