Jake & Gino: Real Estate Investing & Multifamily

Jake & Gino
  • 4.9 (842)
  • Investing
  • Updated Daily

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. 23h ago

    The Hidden Debt Traps in Commercial Real Estate & Multifamily

    Can you buy the right property in the right market at the right price and still lose money? The answer is yes, and it all comes down to the debt. In this episode, Gino Barbaro breaks down the 3 debt traps that real estate and multifamily investors fall into—and why they often can't escape them. Based on real scars and hard-earned lessons, you'll learn how to analyze your deals using a three-step framework: buy right, operate, and exit. Discover why misusing floating-rate debt, having a razor-thin Debt Service Coverage Ratio (DSCR), and failing to plan your exit strategy can completely blow up a deal. Make sure to watch until the end for the critical stress-test questions you need to ask yourself before signing any loan.📚 Learn more about Wheelbarrow Profits Looking to invest in multifamily real estate or connect with experienced investors? 👉 https://wheelbarrowprofits.com 👉 bit.ly/zenAI_bpp_jandg 👉www.trudiagnostic.comcode JAKEAND GINO. for 20% off 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.

    The Hidden Debt Traps in Commercial Real Estate & Multifamily

  2. 3d ago

    How VAs Can Help You Scale Your Business

    What happens when you stop trying to do everything yourself? In this episode, Gino Barbaro sits down with Marcio Gonçalves, founder of Wise VAs, to talk about delegation, virtual assistants, hiring, systems, and the future of work. Marcio shares how building the right team can help entrepreneurs reclaim their time, create more freedom, and focus on the highest-value parts of the business. They also discuss how to hire and onboard a VA, why weekly metrics and clear expectations matter, how to document your processes, where AI fits into the future of work, and why businesses may need a combination of humans and AI rather than choosing one over the other. If you're an entrepreneur who wants to scale without becoming the bottleneck in your own business, this conversation is packed with practical ideas you can implement. We're here to help create multifamily entrepreneurs... Here's how: Brand New?Visit our website for more resources👉https://jakeandgino.com/ About Jake & GinoJake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $350M in assets under management. They have created the Jake & Gino Premier Multifamily Community to teach others a simple three-step framework for investing in multifamily real estate. Connect with Jake & Gino on the social media platform you are most active on: https://jakeandgino.com/link-tree/ 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.

    How VAs Can Help You Scale Your Business

  3. Sep 23

    How to Manage the Wealth You’ve Built

    Making money is only the first step. The bigger question is: what do you do with the wealth you’ve built? In this episode, Gino Barbaro breaks down a practical framework for managing, growing, and protecting your wealth — whether you have $1,000, $1 million, or are just getting started. From tracking your net worth and understanding cash flow to managing liquidity, allocating capital, building an emergency fund, and creating an investment thesis, Gino shares the systems he uses with his own family to turn money management into a habit. He also explains how he teaches his children about wealth, why family wealth meetings matter, and how starting these conversations early can help create a lasting financial legacy. In this episode, you'll learn:• Why you need to know exactly what you own and what you owe• How to track your net worth and cash flow• Why managing liquidity matters• How to separate business, personal, savings, and tax money• The importance of emergency and cash reserves• How to think about allocating capital• Why having an investment thesis can help guide financial decisions• How to involve your family in conversations about money• A simple one-page wealth dashboard you can create today• Questions to help identify the biggest gaps in your financial picture Wealth isn't just about making more money. It's about learning how to manage the resources you already have — so they can continue to grow and create a legacy. Subscribe for more conversations on entrepreneurship, real estate, wealth, and building a lasting legacy. 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.

    How to Manage the Wealth You’ve Built

  4. Sep 21

    From Special Forces to Self-Storage: Path to Financial Freedom

    In this episode, Jake and Gino sit down with special guest Sterling Seizert—former US Army Special Forces Intelligence Sergeant turned real estate operator and author of Buy Your Freedom. Sterling shares how his military training in complex, ambiguous environments prepared him for real estate investing, self-storage portfolio growth, and entrepreneurial success.The conversation dives deep into the "Mindset, Money, and Strategy" framework, unpacking how to expand your financial context, overcome limiting money behaviors, and apply effect-based targeting to wealth building. Sterling also shares the story of turning a distressed, underperforming self-storage property into a thriving $4M+ asset and offers actionable advice on raising kids with strong standards and a growth mindset. 📚 Learn more about Wheelbarrow Profits Looking to invest in multifamily real estate or connect with experienced investors? 👉 https://wheelbarrowprofits.com 👉 bit.ly/zenAI_bpp_jandg 👉www.trudiagnostic.comcode JAKEAND GINO. for 20% off We're here to help create multifamily entrepreneurs... Here's how: Brand New?Visit our website for more resources👉https://jakeandgino.com/ About Jake & GinoJake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $350M in assets under management. They have created the Jake & Gino Premier Multifamily Community to teach others a simple three-step framework for investing in multifamily real estate. Connect with Jake & Gino on the social media platform you are most active on: https://jakeandgino.com/link-tree/ 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.

    From Special Forces to Self-Storage: Path to Financial Freedom

  5. Sep 16

    The 3 Things You Need to Grow Your Business

    What if your business strategy isn't the thing holding you back? Many entrepreneurs assume that when their business isn't growing, they simply need a better strategy. But business growth involves more than just knowing what to do. Gino Barbaro breaks business growth down into three interconnected pillars: Mindset— How you thinkMoney Patterns— How you behave with moneyBusiness Strategy — How you executeThink of them as three gears. If one isn't working properly, the entire system can struggle to move forward. In this video, Gino explores the difference between a fixed mindset and a growth mindset, how your relationship with money can influence business decisions, and why having the right strategy, systems, processes, and execution matters when scaling a business. He also shares three questions every entrepreneur can use to diagnose what's really getting in the way of growth: • What belief about myself or my business could be limiting our growth?• Where is my relationship with money influencing a business decision?• What is the single biggest strategic constraint in the business right now? The goal isn't simply to work harder or find another strategy. It's to understand how you think, how you behave, and how you execute. Business growth isn't just about what you do — it's also about how you think and how you behave. Subscribe for weekly videos about business, entrepreneurship, family, wealth building, and personal growth. 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.

    The 3 Things You Need to Grow Your Business

  6. Sep 14

    Stop Overpaying Taxes: High-Level Tax Strategies for Investors

    In this episode of the Jake & Gino Podcast, hosts Jake Stenziano and Gino Barbaro sit down with Kevin Bassett, CPA and founder of Bassett & Associates, PA. Kevin specializes in helping business owners and real estate investors with over $1 million in EBITDA or NOI maximize profitability while minimizing their tax burden. They dive into the difference between tax evasion and legal tax avoidance, exploring how high-net-worth investors can lower their effective tax rates over the lifetime of their investments. Key topics covered in this episode: State Tax Trends & Relocation: Why entrepreneurs are leaving high-tax states for low-tax jurisdictions like North Carolina, Tennessee, and Florida. Basic vs. Advanced Structures: Starting with single-member LLCs, partnerships, and S-Corporations before moving into advanced strategies. Cost Segregation & Bonus Depreciation: How to time deductions to shelter real estate cash flow. Offset Strategies Beyond Real Estate: Exploring Section 181 film credits and other vehicles to offset ordinary income when real estate deals are tight. Market Insights: Current trends in industrial real estate, warehousing, self-storage, and the challenges facing the multifamily sector. Whether you're just getting started or already in the "Two Comma Club," this discussion offers actionable insights to help you build and protect your wealth.📚 Learn more about Wheelbarrow Profits Looking to invest in multifamily real estate or connect with experienced investors? 👉 https://wheelbarrowprofits.com 👉 bit.ly/zenAI_bpp_jandg 👉www.trudiagnostic.com code JAKEAND GINO. for 20% off We're here to help create multifamily entrepreneurs... Here's how: Brand New?Visit our website for more 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.

    Stop Overpaying Taxes: High-Level Tax Strategies for Investors

  7. Sep 9

    Your Biggest Mistake Could Be Your Best Lesson

    Making a bad decision can cost you money. Defending that bad decision can cost you everything. In this episode, Gino Barbaro breaks down a simple framework for learning from mistakes instead of blaming the market, the economy, or circumstances: Own it. Audit it. Adjust it. Whether you're an entrepreneur, real estate investor, or business owner, the goal isn't to never make mistakes. It's to understand why you made the decision, what reality taught you, and what you need to change moving forward. Gino uses bridge debt and the real estate market cycle as an example of how investors can look back at past decisions, identify what they missed, and make better decisions in the future. One principle stands out: No deal is better than a bad deal. What decision have you made that taught you your biggest lesson? 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.

    Your Biggest Mistake Could Be Your Best Lesson

  8. Sep 7

    How VAs Help Real Estate Investors Scale

    What’s the biggest headache in your real estate business right now? For many investors, the answer is simple: they’re trying to do everything themselves. In this clip, Bob Lachance, founder and CEO of REVA Global, explains how real estate investors can use virtual assistants to systemize their businesses, eliminate bottlenecks, and free up their time for higher-value activities. Instead of simply saying, “I need a VA,” Bob recommends identifying the biggest pain point in your business first. From there, you can build a system around that specific problem and outsource the right tasks. For real estate investors, that could mean:• Lead generation and lead management• Acquisitions and property analysis• Social media and content• Tenant calls and property management tasks• Bookkeeping and accounting• Move-ins, move-outs, collections, and maintenance• Using AI to streamline repetitive tasks The goal isn't simply to hire someone. It's to build systems that allow your business to operate more efficiently and give you back your time. As your portfolio grows, your ability to delegate and systemize becomes increasingly important. What’s the biggest task you would outsource in your real estate business?📚 Learn more about Wheelbarrow Profits Looking to invest in multifamily real estate or connect with experienced investors? 👉 https://wheelbarrowprofits.com 👉 bit.ly/zenAI_bpp_jandg 👉www.trudiagnostic.comcode JAKEAND GINO. for 20% off 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.

    How VAs Help Real Estate Investors Scale
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4.9
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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.

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