

Jake and Gino Multifamily Investing Entrepreneurs
Jake & Gino
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!
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!
Episodes
Mentioned books

Aug 25, 2025 • 50min
Blockchain, Bitcoin & Beyond: What It Means for Real Estate Investing | Jake & Gino Poadcast
In this episode of the Jake & Gino Show, we dive deep into the future of blockchain and real estate investing with Aly Madhavji — Managing Partner at Blockchain Founders Fund, UN consultant, author, and venture capital leader. Aly shares his journey from a refugee background to running a global VC fund with over 200 portfolio companies, while also breaking down how blockchain, crypto, and tokenized real estate could disrupt traditional finance and transform access to wealth creation. If you’re serious about real estate investing, technology, and building financial freedom, this conversation will expand your perspective.From crypto adoption to tokenized real estate and venture capital strategies, Aly explains the opportunities and risks in today’s fast-moving digital economy. We cover the rise of decentralized finance, the potential of central bank digital currencies, how blockchain can streamline inefficiencies, and where real estate investing intersects with tokenization. Whether you’re an investor, entrepreneur, or simply curious about financial innovation, this episode highlights why blockchain is more than hype — it’s a shift with real-world impact.Connect with Aly Madhavji:Website: https://blockchainff.com Chapters:0:00 - Introduction 2:33 - Investing in Early-Stage Companies & Building Unicorns 6:26 - Crypto’s Ideological Roots vs Practical Applications 12:02 - Central Bank Digital Currencies & Risks of Government Control 20:46 - Singapore’s System vs U.S. Inefficiencies 25:19 - Blockchain, Crypto, and Real Estate Investing Opportunities 32:40 - Success Rates & Liquidity in Venture Capital 47:23 - How to Connect with Aly & Learn More 48:24 - 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/

Aug 20, 2025 • 19min
The State of The Multifamily market | How To with Gino Barbaro
The multifamily real estate market is in transition, and investors need clarity. In this episode, Gino Barbaro, co-founder of Jake & Gino, shares the state of the multifamily market and what CEOs and investors must watch closely—from rising interest rates to unreliable economic data shaping Fed policy.You’ll discover practical strategies for navigating debt, working with lenders, and positioning yourself for future opportunities. Gino also highlights lessons from Argentina’s reforms, the impact of AI on bureaucracy, and why today’s decisions set the stage for tomorrow’s passive income.Key Topics CoveredWhy government job numbers and Fed decisions can’t always be trusted How interest rate policy has impacted multifamily investors and syndicators The risks of short-term financing and negative leverage in real estate Insights from community banks and credit unions on today’s lending climate Global economic lessons from Argentina’s reforms and inflation control Practical steps for connecting with brokers, lenders, and investors now How to prepare for the next wave of deal flow and refinance opportunities Connect with Gino Barbaro Email: gino@jakeandgino.comFree Book Request: gino@jakeandgino.comWebsite: https://jakeandgino.com
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/

Aug 18, 2025 • 58min
Real Estate Investing Made Predictable: Financial Freedom With Tech| Jake & Gino Poadcast
Real estate investing has long been seen as a path to passive income and financial freedom, but for many investors, property management headaches hold them back. In this episode of the Jake & Gino Podcast, we sit down with Daniel Shaked, CEO of Home365, a leading proptech company revolutionizing the way investors manage properties.Daniel reveals why traditional property management is broken—and how technology, automation, and data-driven underwriting are creating a predictable, scalable way to build long-term wealth. We cover the #1 mistake real estate investors make, why property managers struggle to stay profitable, and how automation can protect your cash flow by eliminating volatility in repairs, vacancies, and delinquencies.📩 Connect with Daniel Shaked:Email: daniel@home365.co Website: home365.co LinkedIn: Daniel ShakedChapters:00:00:02 - Introduction 00:06:39 - How regulations stifle real estate innovation 00:13:38 - The two pillars of Home365’s disruptive model 00:17:01 - Making real estate truly passive for investors 00:29:40 - Using AI and automation to solve maintenance challenges 00:38:53 - Transparency, trust, and investor relationships 00:49:55 - Lessons from scaling across multiple states 00:56:03 - 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/

Aug 13, 2025 • 18min
How To Buy Real Estate With High Interest Rates | How To with Gino Barbaro
In this episode of Jake & Gino’s How-To series, Gino Barbaro breaks down positive leverage in real estate and how to thrive in today’s high-interest rate environment. With borrowing costs at 6–7% and cap rates often compressed, many investors are struggling to make deals pencil. Gino shares practical steps to find and structure deals that still produce strong returns without relying on unrealistic rent growth projections.You’ll learn why buying on actuals, focusing on yield on cost, and avoiding risky assumptions are essential in 2025’s market. Gino also discusses how to navigate tertiary markets, what to watch for with older assets, and why debt structure can make or break your deal.If you’re serious about real estate investing, understanding positive leverage is a must—especially if you plan to refinance, reposition, or scale your portfolio in the next few years.Key topics include:Why cap rate vs. interest rate matters Using yield on cost to find value-add opportunities Avoiding common mistakes in a high-rate cycle Positioning for a refinance boom
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/

Aug 11, 2025 • 35min
Estate Planning Made Simple: How to Protect Your Family’s Future | Jake & Gino Poadcast
Estate planning isn’t just for the wealthy—it’s for anyone who wants to protect their family, avoid costly legal battles, and pass on assets with peace of mind. In this Jake & Gino episode, we sit down with Zach Tsakiris, founder of FastWill, a revolutionary platform making estate planning fast, affordable, and accessible from home.We cover why 70% of Americans don’t have an estate plan, the hidden risks of letting the state decide for you, and how technology is disrupting the traditional (and expensive) attorney model. Zach breaks down the difference between a will and a trust, why a revocable living trust can save your loved ones from probate headaches, and how life events like marriage, having kids, or buying a home should trigger an update to your plan.Whether you’re starting from scratch or updating outdated documents, this conversation gives you the tools to take control of your legacy—without the intimidation or high costs of the old way.Protect your assets. Protect your family. Start your estate plan today. Chapters:00:00:00 - Introduction00:06:17 - Common estate planning mistakes to avoid00:14:04 - How FastWill disrupts the attorney model00:18:36 - When to start your will & trust (life events that matter)00:20:56 - Updating existing documents with FastWill00:28:43 - How long it really takes to complete your estate plan00:30:54 - Ideal age to start estate planning00:32:50 - 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/

Aug 6, 2025 • 16min
How To Create A Legacy With Multifamily | How To with Gino Barbaro
How do you build real, lasting generational wealth—and should you? In this week’s How-To, Gino Barbaro (Jake & Gino co-founder) dives deep into the truth about creating generational wealth through multifamily real estate. But he doesn’t stop there. Gino explores why teaching legacy skills—not just handing down properties—is the key to sustaining wealth across generations.You’ll learn actionable strategies for scaling your real estate portfolio, planning your exit strategy, utilizing seller financing, creating trusts, and—most importantly—passing on values, not just assets. Whether you’re just starting out or have a large portfolio, this episode will challenge your thinking about wealth, legacy, and impact.Want a FREE copy of Happy Money, Happy Family, Happy Legacy? Email Gino at gino@jakeandgino.com
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/

Aug 4, 2025 • 44min
Passive Income, Family Legacy & Billionaire Habits with Richard C. Wilson | Jake & Gino Poadcast
What’s the secret behind building long-term wealth, creating a legacy, and thinking like a billionaire? In this powerful episode of the Jake & Gino Podcast, Gino sits down with Richard C. Wilson, founder of Family Office Club and Billionaires.com, to unpack the strategies, mindset, and structure behind the ultra-wealthy's most powerful wealth-building tool: the family office.Whether you're just starting out or already investing in real estate or businesses, this episode will show you how to think holistically, establish core values, and build a legacy plan that scales with you. Richard shares personal stories, insights from interviewing over 40 billionaires (including Tony Robbins, Mark Cuban, and Tim Draper), and how proximity to the right people transforms your financial future.We dive deep into wealth allocation, parenting with purpose, the power of extreme focus, and why creating a family office is no longer just for billionaires. Learn how to structure your assets, who to include on your team, and why investing in yourself is the most powerful move you can make.Want to take the next step toward financial freedom and legacy wealth? Watch now and learn how to start your own family office—even if you're not ultra-rich… yet. Chapters:00:00:00 - Introduction to Happy Money and Family Offices 00:01:53 - Building Your Family Office Team 00:02:48 - The Family Office Model Explained 00:05:49 - Common Mistakes in Starting a Family Office 00:07:44 - The Power of Proximity and Relationships 00:11:11 - Purpose Over Money 00:15:28 - Understanding Wealth and Family Dynamics 00:28:42 - Common-Sense Wealth Principles 00:32:40 - The Game of Wealth Creation 00:35:43 - Misconceptions About Billionaires00:41:33 - Richard’s Final Takeaways & Where to Find Him
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/

Jul 30, 2025 • 17min
Why You Aren't Closing a Multifamily Deal | How To with Gino Barbaro
In this episode of the Jake and Gino "How-To" series, Gino Barbaro uncovers the real reasons why even experienced investors fail to get across the finish line. From lacking a clear acquisition strategy to carrying limiting beliefs about money, Gino walks you through the mindset, systems, and relationships necessary to succeed—especially in today’s evolving market.Whether you're just getting started or stuck trying to scale, this episode delivers tactical advice and deep mindset shifts that will help you move forward with clarity and purpose.What You’ll Learn:Why having no process or buy criteria keeps you stuck How “I’m-a do it all” thinking leads to burnout and slow progress What to focus on during tight market cycles How your subconscious money beliefs are sabotaging your success The importance of community, accountability, and delegation Want to explore your own money story?Schedule a strategy session with Gino: https://barbaro360.comSubscribe to the channel for more How-To episodes on multifamily investing, mindset, and financial freedom!
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/

Jul 28, 2025 • 50min
Multifamily Meltdown or Buying Opportunity? Mark Khuri Weighs In | Jake & Gino Poadcast
In this episode of the Jake & Gino podcast, we sit down with Mark Khuri, co-founder of SMK Capital Management, to explore his incredible 20-year journey in real estate investing. From house-hacking and flipping foreclosures in the 2000s to managing a diversified real estate investment fund, Mark shares actionable insights for both active and passive investors.He walks us through how he transitioned from operator to capital manager, why he fell in love with mobile home parks and self-storage, and how LP investing helped him build long-term wealth. The conversation digs deep into sponsor vetting, market shifts, recession-resistant strategies, and the hidden benefits of syndication.Whether you're an investor trying to scale or just curious about diversifying your portfolio, this episode offers a front-row seat into how a seasoned pro thinks about risk, returns, and long-term planning.What You’ll Learn:The mindset shift from owning 60+ properties to capital managementHow to vet sponsors and structure LP investmentsWhy mobile home parks, self-storage, and retail are in Mark's sweet spotHow to create passive income with a self-directed IRAThe evolving state of the multifamily market and deal flow in 2025 Want to invest with Mark?Visit: https://www.smkcap.comEmail: info@smkcap.com Chapters:00:00:00 - Introduction and Guest Background 00:03:03 - Mark's Journey from Finance to Real Estate 00:06:55 - Transitioning Business Models in Real Estate 00:08:38 - Investing as a Limited Partner 00:11:07 - Vetting Sponsors and Deals 00:14:15 - Current Investment Strategies and Deal Flow 00:22:06 - Team Dynamics in Real Estate Investment 00:28:00 - The Impact of Market Changes on Leasing 00:34:09 - Investment Strategies and Market Insights 00:44:13 - Future Trends in Affordable Housing 00:47:10 - 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/

Jul 23, 2025 • 19min
How To Navigate The Delinquency in Multifamily | How To with Gino Barbaro
Is the multifamily market heading for trouble? In this How-To episode, Gino Barbaro (co-founder of Jake & Gino) dives into the rising delinquency rates reported by Freddie Mac and unpacks the reasons behind this multifamily shakeup. From floating rate debt to tenant affordability and operating cost pressures, Gino explores how we got here and what investors can do now to survive—and thrive—through the downturn.Download your FREE copy of Wheelbarrow Profits:Email Gino directly at gino@jakeandgino.com to get your free PDF.Visit https://wheelbarrowprofits.com to schedule a call and learn how the 3-step framework can work for you.
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/