Jake & Gino: Real Estate Investing & Multifamily

Jake & Gino
  • 4.9 (843)
  • Investing
  • 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. 1d ago

    3 Things to Check Before Investing in a Real Estate Deal

    Before investing in a multifamily syndication, make sure you're asking the right questions. In this episode, Gino breaks down the 3 key filters every limited partner should evaluate: the sponsor, alignment of interests, and the deal itself. Learn from a costly $172K mistake, spot red flags, evaluate risk, and protect your capital before writing your next investment check. Great investing starts with the right due diligence! 00:00 – The 3 Things to Evaluate Before Investing01:10 – Why Beginners Focus on the Wrong Thing02:20 – The $172K Investment Mistake04:00 – How to Evaluate a Real Estate Sponsor06:30 – Red Flags and Sponsor Track Record08:30 – Alignment of Interests: Are You on the Same Side?10:30 – Sponsor Fees and Skin in the Game13:00 – Legal Documents and Protecting Your Investment15:00 – How to Analyze the Deal Itself16:30 – Buy Right, Operate Right, Exit Right18:00 – The 3 Filters Every LP Should Use19:30 – Questions to Ask Before Investing21:00 – Final Takeaways: Protect Your Capital 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.

    3 Things to Check Before Investing in a Real Estate Deal

  2. 3d ago

    Are Triple Net Leases Really Passive Income?

    Looking to understand commercial real estate and build more passive income? Subscribe to the Jake & Gino podcast for more insights! Dan Lewkowicz shares his journey into commercial real estate, what makes a great broker, and how triple net leases work. Gino and Dan discuss investment risks, the growing car wash market, property valuations, and why asking the right questions can make all the difference when evaluating a deal. 00:00 – Meet Dan Lewkowicz01:43 – How Dan Got Into Commercial Real Estate04:01 – What Makes a Great Real Estate Broker?06:46 – Why Deep Deal Analysis Matters09:00 – The Importance of Accurate Property Valuations10:57 – Why Overpricing a Property Can Hurt Sellers12:52 – The Story Behind Dan on Top15:31 – The Value Framework: Give Before You Receive18:27 – Ask, Listen, and Understand Your Clients21:56 – Finding Hidden Opportunities in Commercial Real Estate24:00 – The Commercial Real Estate Debt Challenge28:34 – What Are Triple Net Leases?32:02 – The Risks of Triple Net Investing34:51 – Why Are So Many Car Washes Being Built?39:02 – What to Look for When Investing in Car Washes41:40 – Oversaturated Markets: Cookies, Pharmacies & Car Washes42:45 – Lessons From Dan's Book45:05 – Why Dan Chooses Passive Real Estate Investments 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.

    Are Triple Net Leases Really Passive Income?

  3. Oct 28

    How to Teach Kids About Money, Investing, and Debt

    How do you teach your kids to build wealth—even if you don't own real estate? Gino Barbaro shares four essential financial lessons every parent should teach: understanding assets and liabilities, learning cash flow, getting involved in business, and knowing the difference between good debt and bad debt. Discover practical ways to make money lessons fun and age-appropriate, helping your children develop the knowledge, discipline, and confidence to build wealth for themselves. 📘 Want the free ebook on teaching kids about money? Email Gino at Gino@JakeandGino.com or check the link in the show notes.timestamps: 00:00 Why Teaching Your Kids to Build Wealth Matters01:05 Lesson 1: Understanding Ownership and Assets02:00 The Three-Jar System: Saving, Spending, and Charity04:10 Lesson 2: Teaching Kids About Cash Flow05:25 Using Monopoly to Explain Real Estate Investing06:00 Free Ebook: Teaching Kids About Money07:20 Making Financial Concepts Part of Everyday Life08:30 Why Money Lessons Should Be Fun and Age-Appropriate09:15 Lesson 3: Get Your Kids Involved in Business10:25 Lesson 4: Good Debt vs. Bad Debt11:45 Credit Cards, Interest, and Financial Discipline12:40 A Family Exercise: Analyze a Rental Property13:45 How Your Kids' Questions Can Improve Your Business14:50 The Biggest Mistake Parents Make When Teaching Money15:20 Build Financial Knowledge, Not Just an Inheritance 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. 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 Teach Kids About Money, Investing, and Debt

  4. Oct 26

    How to Build Passive Income Through Alternative Investments

    How do you turn your existing skills into financial freedom? Bronson Hill, founder of Bronson Equity, joins Gino Barbaro to discuss his journey from medical sales to raising over $60 million for alternative investments. Discover how to build passive income through multifamily real estate, mobile home parks, debt funds, and energy investments. Learn why defining your financial goals, building the right team, and earning trust through consistent content can help you create long-term wealth and a life on your terms. timestamps:00:00 Intro: Meet Bronson Hill00:37 From Medical Sales to Real Estate01:50 How to Transition Into Alternative Investments04:49 Leveraging Your Existing Skills05:14 Finding the Right Investment Strategy06:29 Bronson's Favorite Investment Opportunities08:51 Where Should Passive Investors Start?11:55 Common Mistakes Passive Investors Make14:04 Building the Right Investment Team16:52 Finding Like-Minded Investors18:50 The Power of Masterminds and Networking21:33 Challenges Investors Face Today23:33 How to Build a Capital Raising System25:14 Raising Over $60 Million: Lessons Learned26:39 The Know, Like, and Trust Framework30:22 Why You Need to Put Yourself Out There32:13 Leaving a $250K Job to Pursue Your Vision34:28 Breaking Free From Golden Handcuffs36:02 Finding Purpose Beyond Money37:35 Capital Raising Strategies That Work Today39:07 Simplifying Investment Opportunities40:51 Is Multifamily Real Estate Still a Good Investment?41:56 Where to Find Bronson Hill42:22 Final Lessons on Growth and Financial Freedom 📚 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% offWe'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 to Build Passive Income Through Alternative Investments

  5. Oct 21

    The 3 Traits You Need to Build Long-Term Wealth

    Building long-term wealth takes more than finding the right deal or timing the market. In this episode, Gino Barbaro breaks down the three essential traits every real estate investor needs: courage, consistency, and discipline.Learn how to overcome fear, build systems that drive results, stay consistent when progress feels slow, and protect your investments by sticking to your criteria. Discover practical exercises to improve your mindset, strengthen your investment strategy, and build lasting wealth without compromising your goals. timestamps: 00:00 – The 3 Traits That Build Long-Term Wealth00:48 – How to Develop Courage as an Investor01:30 – Why Having a Business Partner Matters02:10 – The First Deal: 18 Months of Persistence02:48 – The Pain of Staying Where You Are03:25 – Growth Mindset vs. Fixed Mindset04:18 – Why Consistency Matters More Than Goals05:00 – Building Systems Instead of Chasing Results05:45 – Consistency in Business, Family, and Life06:35 – The KPIs Every Real Estate Investor Needs07:25 – How to Identify Your Business Bottlenecks08:15 – Planning Your Week for Consistent Progress09:10 – Discipline: Why No Deal Is Better Than a Bad Deal10:05 – Using Investment Criteria to Make Better Decisions10:45 – Practical Exercises to Build Courage11:25 – Three Weekly Activities to Improve Consistency12:05 – The Investment Criteria You Should Never Compromise12:40 – Become the Right Operator to Build Lasting 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.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.

    The 3 Traits You Need to Build Long-Term Wealth

  6. Oct 19

    How to Scale a Real Estate Business: Janet LePage’s Playbook

    How do you scale from flipping houses to billions in multifamily real estate transactions?Janet LePage, co-founder and CEO of Western Wealth Capital, joins Jake & Gino to share her journey, investment strategies, and lessons on building a scalable real estate business. Discover how simple property improvements can create value, why she’s shifting toward LIHTC investments, and how today’s market is changing multifamily investing. Janet also explains why repeatable systems, disciplined underwriting, and taking action are essential to long-term success.timestamps:00:00 Intro: Janet LePage of Western Wealth Capital01:00 From Flipping Houses to Multifamily Investing03:04 Why She Made the Switch to Apartment Buildings04:35 Raising Capital and Finding Her First Investors08:17 Learning Real Estate Through Mentorship10:24 The $10K Value-Add Strategy: Washers and Dryers13:00 How She Doubled Investors’ Money in Four Months15:25 Scaling Property Upgrades Across Different Markets18:00 Why the Multifamily Market Is Changing22:00 Why She Shifted Toward LIHTC Investments26:50 Why She’s Avoiding Traditional Value-Add Deals28:35 Growing from Individual Investors to Institutions29:05 Repeatability Creates Scalability32:33 From 1,000 Units to 10,000 Units35:22 Why Investors Want Cash Flow and Yield37:12 Financing LIHTC Deals and Creating Value39:02 The Key to Scaling a Real Estate Business41:41 When Will Multifamily Value-Add Deals Return?43:11 The Occupancy Rate That Could Bring Rent Growth Back45:19 Where to Find Janet LePage46:03 Final Takeaways: Accountability and Taking Action Watch now to learn how experienced investors approach opportunities in today’s real estate market. 📚 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/ #MultifamilyInvesting #RealEstateInvesting #ApartmentInvesting#LIHTC #RealEstateBusiness 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 Scale a Real Estate Business: Janet LePage’s Playbook

  7. Oct 14

    Do not Buy an Apartment Complex Until You Check These 5 Numbers

    Before you buy an apartment complex, make sure the numbers tell the real story. Gino Barbaro breaks down five critical red flags investors must check, from recurring income and operating expenses to CapEx, payroll, and economic occupancy.Learn how to analyze a T-12, spot hidden risks, and underwrite deals based on reality—not assumptions. Plus, discover a simple five-minute audit to help you make smarter investment decisions. Remember: no deal is better than a bad deal.📚 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.

    Do not Buy an Apartment Complex Until You Check These 5 Numbers

  8. Oct 12

    The Truth About Wall Street, Retirement & Your Money

    Is Wall Street working against your financial future?Barry James Dyke, president of Castle Asset Management and author of Black Eyes for BlackRock, joins Jake & Gino to expose the hidden forces shaping your money, retirement, and investments.Discover why financial independence starts with saving, how whole life insurance can complement real estate investing, and why discipline, consistency, and self-reliance matter more than chasing quick returns. Are you building wealth—or just playing by Wall Street’s rules?timestamps:00:00 – Meet Barry James Dyke01:03 – From High Tech to Financial Services02:45 – Who Really Profits From the Stock Market?04:26 – Why Retirement Preparedness Is Failing06:03 – Cash Flow vs. Net Worth06:42 – How the Banking System Really Works08:00 – Wall Street’s Business Model and Hidden Fees10:11 – How Banks Use Whole Life Insurance11:12 – Walt Disney’s Life Insurance Strategy14:02 – Combining Life Insurance and Real Estate16:53 – Is Whole Life Insurance Worth It?17:37 – Why Americans Need to Save More19:08 – Private Equity and Life Insurance22:35 – Mutual vs. Stock-Owned Insurance Companies24:01 – What Should Your Retirement Plan Include?25:58 – Real Estate, Annuities, and Retirement Income29:11 – Real-Life Examples of Building Wealth32:32 – The Role of Discipline in Financial Success36:40 – Consumers vs. Owners38:12 – Gambling, Debt, and Financial Risk41:43 – Private Equity’s Impact on Real Estate44:18 – Are Data Centers the Next Financial Bubble?46:18 – Lessons From Past Financial Crises47:42 – Why Excessive Leverage Is Dangerous50:14 – BlackRock and the Future of Private Equity50:39 – Where to Find Barry James Dyke51:06 – The Three Pillars of Financial Success 📚 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 Truth About Wall Street, Retirement & Your Money
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4.9
out of 5
843 Ratings

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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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