Jake & Gino: Real Estate Investing & Multifamily

Jake & Gino
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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. How to Boss Up in Business & Life | Leadership, AI & Execution

    4H AGO

    How to Boss Up in Business & Life | Leadership, AI & Execution

    What does it really mean to “Boss Up”? In this episode of the Jake & Gino Podcast, bestselling author, entrepreneur, and CEO Scott Abbott shares the mindset shifts required to stop thinking like an employee and start taking ownership of your life, business, and future. With more than 30 years of experience scaling companies and generating billions in revenue, Scott breaks down the habits, systems, discipline, and execution strategies that separate high performers from people who stay stuck consuming information.   If you feel stuck, overwhelmed, or unsure about your next step, this conversation will challenge you to level up and take action.  This episode was brought by Wheel barrow profits. Start your journey here! wheelbarrowprofits.com TIMESTAMPS 00:00 Intro + Presenting Scott Abbott 01:45 What “Boss Up” Actually Means 05:10 The Mindset Shift From Employee to Owner 09:20 Why Most People Stay Stuck 13:40 Consumers vs Executors 17:55 Accountability Changes Everything 22:10 Discipline & Financial Success 26:35 Humanizing Good Systems 30:20 Building a Business Operating System 34:15 AI & The Future of Business 38:00 Coaching, Leadership & Growth 41:45 “Why Don’t You Want To Be Your Best?” 45:10 How to Identify Momentum in Business 47:30 Final Advice for People Feeling Stuck 48:45 Closing 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.

    49 min
  2. 3 Books That Completely Changed My Life

    4D AGO

    3 Books That Completely Changed My Life

    In this episode of How To, Gino Barbaro shares the 3 books that had the biggest impact on his life, mindset, business journey, and personal growth. From leadership and personal development to wealth, purpose, and emotional growth, these books helped shape the way he approaches life, family, and success. In this episode, Gino breaks down: The key lessons from each book How these ideas changed his perspective Practical takeaways you can apply to your own life Why the right book at the right time can completely transform your future Whether you’re looking for motivation, clarity, better habits, or a fresh mindset, this conversation may inspire your next great read. If you enjoy conversations about growth, business, mindset, and intentional living, make sure to subscribe and share this episode. Sponsored by Wheelbarrow Profits Learn more at: 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.

    20 min
  3. The Power Of Partnership & fintech investing

    MAY 4

    The Power Of Partnership & fintech investing

    Matt Ober, Managing Partner at Social Leverage, joins Jake & Gino to discuss venture capital, fintech investing, data-driven investing strategies, AI, entrepreneurship, and the future of finance. Previously Chief Data Scientist at Third Point and Head of Data Strategy at WorldQuant, Matt shares valuable insights into startup investing, identifying market opportunities, and how technology is transforming the financial world. In this episode: Venture capital & fintech trends Data science in investing Startup growth strategies AI in finance Entrepreneurship & scaling businesses Long-term investing insights Looking to grow your real estate investing business with proven systems and education?  Visit Wheelbarrowprofits.com and start building long-term wealth today. timestamps 0:05 - Introduction by Jake Stenziano 0:13 - Gino responds to Jake 0:18 - Jake's comment on gratitude 0:21 - Gino talks about yesterday's conversation 0:49 - Gino acknowledges Jake's support 1:07 - Discussion about the weather 1:23 - Introduction of guest Matt Ober 1:52 - Matt Ober's introduction 2:01 - Matt shares his career journey 2:30 - Matt talks about his hedge fund experience 2:58 - Discussion on venture firm building 3:28 - Matt talks about his partners 3:37 - Matt discusses the hedge fund space 4:05 - Jake comments on the hedge fund space 4:31 - Matt talks about his current company 5:11 - Discussion on investment thesis 5:30 - Matt explains investment focus 6:29 - Matt talks about investing in people 7:06 - Discussion on adversity and entrepreneurship 7:39 - Jake asks about investing in trust funds 8:28 - Matt discusses work atmosphere 9:05 - Discussion on investment backgrounds 9:35 - Matt talks about global team experience 10:24 - Discussion on competition and relationships 11:00 - Discussion on wealth management 12:16 - Discussion on gambling and prediction markets 13:28 - Discussion on prediction markets as media 14:05 - Discussion on tax loss harvesting 15:17 - Discussion on investment strategies 16:02 - Discussion on borrowing against stock portfolios 17:10 - Discussion on interest rates and loans 18:04 - Discussion on democratizing financial tools 19:24 - Discussion on data and AI 20:55 - Discussion on company adaptation to AI 22:06 - Discussion on layoffs and efficiency 23:26 - Discussion on AI and job skills 24:09 - Discussion on investment lifecycle 25:13 - Discussion on venture scale 26:24 - Discussion on raising capital 27:45 - Discussion on investment success rates 29:10 - Discussion on investment distribution 30:18 - Discussion on timing and product success 31:14 - Discussion on founding teams 32:09 - Discussion on founder challenges 33:25 - Discussion on business similarities 34:25 - Discussion on AI and creativity 35:24 - Discussion on creativity and skills 36:27 - Discussion on AI usage 37:49 - Discussion on sales and networking 38:26 - Discussion on commercial real estate 39:16 - Discussion on loan processes 40:38 - Discussion on real estate debt space 41:06 - Discussion on mortgage processes 42:32 - Discussion on financial planning 43:00 - Discussion on 401k transfers 43:59 - Matt's bold prediction 44:42 - Closing remarks 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.

    47 min
  4. The 4 Phases of The Real Estate Cycle

    APR 29

    The 4 Phases of The Real Estate Cycle

    Real estate moves in cycles — and understanding where we are in the market can completely change the way you invest. In this episode of How To from Jake & Gino show, Gino breaks down the four phases of the real estate cycle, how investors should think during each stage, and the biggest mistakes people make when they ignore market timing. Whether you're buying your first deal, scaling a portfolio, or trying to understand today’s market conditions, this episode will help you recognize opportunities before everyone else does. 00:00 Introduction 00:42 Why understanding market cycles matters 02:15 The 4 phases of the real estate cycle 04:10 Expansion phase explained 07:02 Peak market behavior and warning signs 10:18 Contraction and shifting investor mindset 13:41 Recovery phase opportunities 16:05 Common mistakes investors make in each cycle 19:12 How experienced investors adapt their strategy 22:08 Long-term thinking vs. reacting emotionally 24:30 Final thoughts and key takeaways   This episode is sponsored by Wheelbarrow Profit. 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.

    16 min
  5. How to Communicate Like a Leader

    APR 27

    How to Communicate Like a Leader

    What if the way you communicate is the biggest factor shaping your success? In this episode of Jake & Gino Podcast, we sit down with bestselling author and communication expert Carmine Gallo to break down why storytelling and clear communication are essential skills for leaders, entrepreneurs, and anyone looking to make an impact. Carmine—author of Talk Like TED, The Bezos Blueprint, and Viral Voices—shares powerful insights on how the most influential people in the world craft messages that inspire action at scale. From boardrooms to global stages, the principles of great communication haven’t changed—the platforms have. In this conversation, you’ll learn: Why storytelling is the most powerful tool in business and leadership How to communicate ideas with clarity, confidence, and impact The key traits of “viral voices” and influential speakers How top leaders connect emotionally with their audience Practical tips to improve your communication skills immediately Whether you're an entrepreneur, investor, content creator, or leader, mastering communication can transform your results—and your relationships. 🎯 The principles haven’t changed. The platforms have. Are you ready to be heard? This episode is brought to you by Wheelbarrow Profits. Learn more about real estate investing, multifamily strategies, and financial freedom at 👉 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.

    56 min
  6. How To Protect Your Capital

    APR 22

    How To Protect Your Capital

    Before you focus on making money, you need to learn how to protect it. In this episode, Gino shares key principles to minimize risk, avoid common investing mistakes, and build a solid foundation for long-term wealth. Want to learn how to invest in real estate and build long-term wealth? Wheelbarrow Profits provides education, tools, and strategies to help you grow as an investor. Learn more: https://wheelbarrowprofits.com   0:00  Introduction to asset ownership and estate planning statistics. 0:27  Discussion on estate planning and baby money soldiers. 0:55  Introduction of Gino Barbaro and the concept of baby money soldiers. 1:31  Importance of protecting and perpetuating wealth. 1:59  Personal story about asset protection and LLCs. 2:28   Explanation of entity protection and legal advice. 2:57   Importance of consulting with an attorney. 3:25  Considerations for keeping assets in personal name. 3:52  Importance of legal advice and using AI for initial guidance. 4:18  Introduction to insurance and its importance. 4:48  Using AI to understand insurance policies. 5:14  Ensuring for catastrophic losses. 5:40  Example of adjusting car insurance deductibles. 6:07  Explanation of insurance deductibles and savings. 6:31 Importance of ensuring for catastrophic events. 7:01 Discussion on insurance claims and premiums. 7:28  Importance of life insurance for the general of the army. 7:44  Explanation of term and whole life insurance. 8:12  Introduction to buy-sell agreements. 8:42  Personal story about buy-sell agreements. 9:10 Explanation of key man insurance. 9:39 Importance of key man insurance for business continuity. 10:10 Introduction to umbrella policies. 10:39 Importance of reviewing insurance policies. 11:07 Transition to estate planning. 12:23  Importance of having an estate plan. 12:46 Explanation of legacy and estate planning. 13:14 Components of an estate plan. 13:41 Importance of a last will and testament. 14:09 Additional estate planning tools. 14:35  Explanation of revocable trusts. 15:02 Importance of avoiding probate. 15:32  Exercise on understanding personal finances. 15:55 Importance of high deductibles and financial independence. 16:23 Conclusion and contact information.   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.

    17 min
  7. The World Of Franchises

    APR 20

    The World Of Franchises

    In this episode, Jake and Gino sit down with Greg Mohr, Wall Street Journal bestselling author and founder of Franchise Maven®, to discuss how franchising can create predictable, recession-resistant cash flow. Greg shares how his 10-Operator Rule™ helps investors acquire manager-run businesses, allowing them to scale income without being involved in daily operations. If you're looking to diversify beyond real estate and build multiple income streams, this episode is for you. 🔗 Learn more: https://www.franchisemaven.com/ 💼 This episode is sponsored by Wheelbarrow Profitshttps://wheelbarrowprofits.com Greg Mohr's Background - 0:43 First Franchise Experience - 3:18 Franchising vs. Private Business - 4:20 Real Estate and Franchising - 6:10 Essential Services in Franchising - 16:46 Evaluating Franchises - 18:07 10 Operator Rule - 20:31 Franchise Fees and Costs - 28:54 Successful Franchise Stories - 37:13 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.

    46 min
  8. How To Invest Your Capital

    APR 15

    How To Invest Your Capital

    In this episode of the Jake & Gino How To Series, Gino shares a practical guide on how to invest your money with intention. Beyond just chasing returns, this conversation focuses on protecting your capital, building sustainable income streams, and creating long-term wealth. Gino also highlights the importance of side hustles as a way to generate additional income that can be reinvested into assets. Timestamps 00:00 – Introduction 01:12 – Why investing is more than just making money 03:05 – The importance of protecting your capital 05:20 – Understanding how money grows over time 08:10 – Active vs passive income explained 11:00 – The role of side hustles in building capital 14:25 – Turning income into investments 17:40 – Common mistakes new investors make 20:15 – Building a long-term investment strategy 23:50 – Mindset shifts for wealth creation 26:30 – Final thoughts & key takeaways This episode is brought to you by Wheelbarrow Profits. To learn more about multifamily investing and access valuable resources, visit: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
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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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