
Jake and Gino Multifamily Investing Entrepreneurs
Welcome to Jake and Gino's podcast, where we cut through the noise of entrepreneurship and real estate investing. If you're a forward-thinking individual, eager to take the plunge into the business or multifamily real estate investing world, then this is the show for you!
Here, you'll discover invaluable insights from industry leaders who have walked the path and made their marks. Every episode is a mini masterclass, covering topics like startup growth, venture capital, business acquisitions, and real estate market cycles.
But it's not all roses - we also delve into the hard truths of entrepreneurship and investing, sharing the hurdles, pitfalls, and challenges you're likely to encounter, and strategies on how to navigate them.
Thinking about partnering with us? This podcast is a sneak peek into our ethos and approach. We believe in turning real-world experiences into tangible lessons, and it's this ethos that guides our mentorship programs. Whether you're planning to dive into multifamily real estate investing or expand your business horizons, our show provides the knowledge and inspiration you need to make those dreams a reality.
Join Jake and Gino on this journey and let's transform your entrepreneurial and investing landscape together!
Also included under The Jake & Gino umbrella:
The Julia & Gino Show: Where Business Meets Family. This couple explores the harmony of relationships, communication, and business success
How To: A concise video series guiding aspiring individuals towards financial freedom through multiple passive income streams and generational wealth via multifamily real estate investing.
Movers and Shakers: Gino Barbaro features Jake & Gino students who are successfully navigating multifamily real estate deals.
Our mission is to create Multifamily Entrepreneurs!
Latest episodes

Feb 5, 2025 • 17min
The Top Three Mistakes Investors Make in Multifamily
In this how-to lesson, Gino Barbaro, co-founder of Jake & Gino, shares his biggest investing mistakes so you don’t make them. Whether you are just starting out or already investing, understanding these four critical pitfalls can save you time, money, and stress in the long run.Key Takeaways from This Video:The number one mistake real estate investors make and how to avoid itWhy understanding market cycles is crucial to your successHow to analyze a market properly before you investThe power of Buy Right, Manage Right, Finance RightWhy going it alone could lead to burnout and what to do insteadTimestamps:00:00 - Welcome and Introduction01:10 - The Number One Mistake: Ignoring Market Cycles02:50 - Understanding the Four Market Cycle Phases05:30 - Gino’s 2006 Investment Horror Story09:00 - Mistake #2: Not Becoming a Market Expert11:20 - Why Understanding Local Demand and Rents is Crucial14:40 - Mistake #3: Not Having a Proven Investment Framework16:00 - Buy Right, Manage Right, Finance Right Explained18:00 - Mistake #4: Trying to Do It All Alone (The "I’ma" Mentality)20:15 - The Importance of Building a Real Estate Team22:30 - How to Avoid These Mistakes and Next StepsConnect with Gino & the Community:Instagram: @jakeandginoFacebook: Jake & GinoWebsite: https://jakeandgino.comLike, subscribe, and share this video with fellow investors.
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Feb 3, 2025 • 41min
The Wealthy Way: Real Estate, Influence, and Faith with Ryan Pineda | Jake & Gino Podcast
Ryan Pineda joins Jake and Gino for a deep dive into real estate investing, social media growth, and building wealth while balancing faith, family, and health.From flipping couches to flipping houses, wholesaling, and owning over $100 million in real estate, Ryan shares his entrepreneurial journey, financial mindset, and business strategies that helped him scale multiple companies while staying grounded in his "Wealthy Way" philosophy.Key Topics Covered in This Episode:How Ryan went from minor league baseball to real estateThe transition from real estate agent to real estate investorThe power of social media for scaling a businessHow to structure your life for long-term successThe role of faith in business and financial freedomAvoiding common financial mistakes entrepreneurs makeFollow Ryan PinedaYouTube: https://www.youtube.com/c/RyanPinedaInstagram: https://www.instagram.com/ryanpinedaWebsite: https://www.ryanpineda.comSubscribe for more interviews on real estate, investing, and entrepreneurship. Chapters:00:00 - Introduction 04:32 - Balancing Family, Faith, and Business 08:18 - Ryan’s Relationship with Money: Lessons from Scarcity to Abundance 11:04 - The Role of Faith in Financial Success 20:47 - The Evolution of Entrepreneurship 23:57 - How to Start in Business: Avoiding Procrastination and Taking Action 26:55 - Chapter: Understanding Business vs. Personal Expenses 27:35 - Personal vs. Business Expenses: Smart Spending and Investments 33:09 - Chapter: The Impact of Macro and Micro Environments 38:32 - Gino Wraps it Up
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 27, 2025 • 46min
Flipping Boredom into Billions: Jim Manning’s Real Estate Journey | Jake & Gino Podcast
Real estate investing isn't just about flipping houses—it’s about flipping lives. In this episode of the Jake & Gino Podcast, we sit down with Jim Manning, CEO and Co-Founder of Three Doors and host of the Passive Wealth Show, to uncover his journey from corporate burnout to financial freedom.Jim’s mission is more than just making money; it's about creating homeownership opportunities and building a lasting impact while scaling a multi-million dollar real estate business.In this episode, we dive into:How Jim transitioned from reinsurance to real estateFlipping 3,500+ properties and managing a $50M portfolioUsing private capital to scale a real estate empireThe importance of mission-driven investing for long-term wealthBalancing impact and profit in real estateFollow Our Guest: Jim ManningWebsite: PassiveWealthShow.comConnect with Jake & Gino:Website: https://jakeandgino.comInstagram: @jakeandginoYouTube: @jakeandgino Chapters:00:00 - Introduction 01:39 - How Jim Started in Real Estate & First Deals 02:54 - Transition from Corporate America to Real Estate 08:59 - Why Homeownership Matters for Society 23:11 - The Value of Collaboration in Real Estate 26:51 - How Jim Attracted High-Net-Worth Investors 34:35 - Lessons on Wealth, Happiness & Giving Back 44:24 - Gino Wraps it Up
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 20, 2025 • 41min
Data-Driven Deals: How AI is Changing Real Estate Investing | Jake & Gino Podcast
In this episode, we dive into the power of data in real estate with Marc Rutzen, CEO and Co-Founder of Hello Data. From his early days in real estate brokerage to building and selling a multifamily analytics startup to Walker & Dunlop, Marc shares how data, AI, and predictive analytics are transforming how investors underwrite, analyze, and scale multifamily properties.Want to know how AI can help you underwrite deals faster, optimize rents, and make more informed investment decisions? This conversation covers everything from revenue management lawsuits to the future of data-driven real estate investing.What You'll Learn in This Episode:How AI and machine learning are transforming real estate underwritingThe biggest challenges in real estate data accuracy and how to fix themThe impact of the RealPage revenue management lawsuit on multifamilyHow Marc built and sold his first startup, Enodo, to Walker & DunlopThe power of data in investment decisions and predicting market trendsWhat's next for Hello Data and how it's helping investors gain an edgeGuest InformationMarc Rutzen – CEO & Co-Founder, Hello DataWebsite: Hello DataHost InformationJake & Gino – Multifamily Investing ExpertsWebsite: Jake & GinoInstagram: @jakeandginoDon't forget to like, comment, and subscribe for more real estate insights.
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 17, 2025 • 30min
From Aerospace to Real Estate Investing: Jason Hsieh’s Wealth-Building Journey | Movers and Shakers Podcast
In this episode of Movers and Shakers, Gino Barbaro sits down with Jason Hsieh, an aerospace engineer turned real estate investor, who transitioned from working on rockets and electric aircraft to building a thriving portfolio in multifamily real estate.After unintentionally house hacking, Jason started investing out-of-state in 2020, and today, he partners with experienced operators in Cincinnati, focusing on acquisitions and asset management.How did he scale from single-family homes to multifamily investing?What lessons did he learn from his W2 career that apply to real estate?Why does he prioritize networking over everything else in real estate?How did he raise capital and transition into syndication?If you’re looking to scale your real estate portfolio, make the shift from a W2 career to full-time investing, or just want to hear an inspirational investing journey, this episode is for you.Connect with Jason HsiehEmail: jason@formosaequity.com Timestamps00:00 - Introduction 00:47 - Transitioning from Aerospace to Real Estate 05:48 - The Importance of Networking in Real Estate 08:40 - Key Factors in Selecting a Multifamily Market 10:07 - Understanding the Buy Right, Manage Right, Finance Right Framework 14:04 - Raising Capital and Syndication Strategies 18:55 - Overcoming Challenges and Scaling in Real Estate 24:41 - Jason’s Future Goals and Long-Term Vision 27:09 - Gino Wraps it Up
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 13, 2025 • 51min
Discipline vs. FOMO: The Secrets to Winning in Multifamily Real Estate
Welcome to the Jake & Gino Podcast! This week, Jake Stenziano and Gino Barbaro are joined by Ken Gee, the founder and managing member of KRI Partners, a real estate private equity and investor education firm. With over 26 years of experience and more than $2 billion in real estate transactions under his belt, Ken dives deep into the critical lessons he's learned in multifamily real estate, the importance of discipline, and how private equity can create lasting wealth. In This Episode:What makes the difference between successful and struggling investors. Why multifamily real estate is a business, not just an investment.The importance of discipline in deal-making and why no deal is better than a bad one. Navigating today’s real estate market with rising interest rates and economic uncertainty.Building trust with investors and maintaining transparency.How KRI Partners educates and empowers informed investors.Whether you're a seasoned real estate investor or just starting out, this episode is packed with actionable advice and insider insights. Don't miss it! Chapters:00:00 - Introduction 01:56 - Understanding the Importance of Knowledge in Real Estate 05:15 - Chapter: Transitioning from Personal Investment to Raising Capital 07:26 - The Challenges of Raising Capital and Building Trust 10:27 - Maintaining Discipline in Investment Decisions 13:41 - Market Trends and Economic Indicators 16:39 - Navigating the Current Real Estate Market 22:55 - Advice for New Investors in a Tough Market 26:12 - The Importance of the Right Sponsor 30:47 - The Role of Patience in Investing 45:31 - Ken Gee's Unique Approach to Investing 49:12 - Gino Wraps it Up Connect with Ken GeeWebsite: KRIPartners.comCall/Text: 216-290-1710
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 8, 2025 • 16min
What Is PPU & Other Investment Metrics in Multifamily Metrics | How To with Gino Barbaro
Welcome to another episode with Gino Barbaro, co-founder of Jake and Gino. In this comprehensive how-to video, we dive into the critical metrics every multifamily real estate investor needs to understand: Profit Per Unit (PPU), Cash on Cash Return, and Cap Rates. Whether you're a seasoned investor or just starting out, this video breaks down these essential metrics with clear examples and actionable advice.What You'll Learn in This Episode:What is Profit Per Unit (PPU) and why it’s a game-changer for portfolio analysisHow to calculate Cash on Cash Return and its role in buy-and-hold investingUnderstanding Cap Rates: their impact, misconceptions, and market dynamicsThe importance of metrics like Debt Coverage Ratio (DCR) for sustainable growthDeveloping your personal "Buy Box" to guide your investment strategy Subscribe to Jake and Gino for weekly premium content featuring masterclasses, expert interviews, and community Q&A. Hit the bell icon to stay updated on all things multifamily!
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 6, 2025 • 52min
Raising Capital & Finding Deals: Hunter Thompson’s Guide to Real Estate Success | Jake & Gino Podcast
Welcome to the latest episode of the Jake & Gino Podcast! In this episode, we're thrilled to have Hunter Thompson, founder of RaisingCapital.com and Asym Capital. Hunter brings over a decade of expertise in due diligence, underwriting, and capital raising for commercial real estate.We dive deep into:How Hunter started his real estate journey during the Great Recession.Lessons learned from failed capital raises and how they fueled his success.The pivotal shift to Phoenix multifamily investments.The value of relationships and strategic focus in real estate.Insights on navigating challenging market dynamics like rising interest rates and economic stagnation.Hunter’s story is a masterclass in resilience, pivoting, and finding opportunity when others see risk. Whether you’re a seasoned investor or just starting, this episode is packed with actionable advice and wisdom to inspire your real estate journey.Key Takeaways:How to raise capital and build investor trust.Why multifamily is a cornerstone of real estate investing.The art of pivoting in business to achieve long-term success.Links:Learn more about Hunter: RaisingCapital.comExplore Asym Capital: AsymCapital.comJoin Hunter’s upcoming conference: RaiseFest Chapters:00:00 - Introduction 06:50 - Lessons from Early Mistakes in Capital Raising 10:57 - Why Phoenix? Hunter’s Multifamily Pivot Explained 15:54 - Building Trust with Investors Through Storytelling 31:09 - Surviving Market Stagnation: Hunter’s Strategy 38:21 - Vertical Integration vs. Third-Party Management 42:27 - Recommended Books for Entrepreneurs and Investors 49:58 - Gino Wraps it Up
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 3, 2025 • 34min
How to Crush Real Estate at 30: Lessons from a Cleveland Powerhouse | Movers and Shakers Podcast
In this episode, Gino Barbaro sits down with Michael Orlando, a real estate powerhouse who’s gone from his first multifamily deal at 26 to a portfolio of 300+ apartment units and single-family homes—all while navigating the dynamic real estate market. Michael shares insights from his journey, the lessons he’s learned, and the mindset that has driven his success.Topics Covered:How Michael started his real estate journey with a 22-unit apartment deal at 26.The importance of buying right, managing right, and financing right.Transitioning from syndications to single-family rentals with the 2% rule.Leveraging a real estate brokerage for cash flow and market expertise.Balancing risk, rewards, and evolving market strategies.Connect with Michael Orlando:Email: michael@premierclevelandinvesting.comFacebook: Michael Orlando Chapters:00:00 - Introduction 01:13 - Taking the Leap from Corporate to Multifamily Investing 02:41 - Michael’s First 22-Unit Deal: Off-Market Strategies and Lessons Learned 04:29 - [No Description Provided] 07:10 - How Michael Transitioned into a Real Estate Brokerage 08:44 - Cold Calling, Grinding, and Building a Real Estate Business 15:53 - Adapting Strategies During Competitive Market Cycles 26:13 - Mistakes to Avoid When Starting in Real Estate 33:41 - Gino Wraps it Up
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/

Jan 1, 2025 • 12min
How The Jake & Gino Community Closed Thousands of Apartment Units | How To with Gino Barbaro
In this insightful episode, Gino Barbaro, co-founder of Jake & Gino, breaks down the key strategies that led the Jake & Gino community to close over 13,000 multifamily units and raise more than $400 million this year. Gino shares actionable tips on building broker relationships, setting crystal-clear buying criteria, accessing capital, and leveraging social media to stay top-of-mind.What You’ll Learn in This Video:How to develop strong broker relations to become a priority investor.Why having a Buy Right Criteria is a game-changer for real estate deals.Proven strategies for raising capital and growing your network.The importance of being top-of-mind through social media and branding.Don't forget to subscribe to the Jake & Gino channel for weekly expert insights, tips, and success stories!Want to learn more?Visit https://jakeandgino.com to join our community and access premium content.Email Gino for a free ebook on raising capital: gino@jakeandgino.com Timestamps:00:00 Introduction & Jake and Gino's 2024 Achievements01:30 Tip 1: Building Broker Relationships03:50 Tip 2: Setting a Buy Right Criteria06:20 Real-Life Examples of Successful Deals08:40 Tip 3: Raising Capital Like a Pro10:45 Bonus Tip: Leveraging Social Media to Stay Top-of-Mind12:30 Recap: Key Takeaways for Real Estate Success
We're here to help create multifamily entrepreneurs... Here's how: Brand New? Start Here: https://jakeandgino.mykajabi.com/free-wheelbarrowprofits Want To Get Into Multifamily Real Estate Or Scale Your Current Portfolio Faster? Apply to join our PREMIER MULTIFAMILY INVESTING COMMUNITY & MENTORSHIP PROGRAM. (*Note: Our community is not for beginner investors) 👉https://jakeandgino.com/apply About Jake & Gino Jake & Gino are multifamily investors, operators, and mentors who have created a vertically integrated real estate company. They control over $250M 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/
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