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PODCAST

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

business investing

All Episodes

00:49:58

Blockchain, Bitcoin & Beyond: What It Means for Real...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/08/25

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

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00:18:32

The State of The Multifamily market | How To with...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/08/20

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

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00:58:28

Real Estate Investing Made Predictable: Financial...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/08/18

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

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00:18:26

How To Buy Real Estate With High Interest Rates | How...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/08/13

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

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00:35:16

Estate Planning Made Simple: How to Protect Your...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/08/11

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

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00:15:59

How To Create A Legacy With Multifamily | How To with...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/08/06

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

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00:43:51

Passive Income, Family Legacy & Billionaire Habits...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/08/04

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

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00:17:11

Why You Aren't Closing a Multifamily Deal | How To...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/30

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

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00:49:30

Multifamily Meltdown or Buying Opportunity? Mark...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/28

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

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00:19:12

How To Navigate The Delinquency in Multifamily | How...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/23

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

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00:28:02

Profit First, Excuses Last: Real Talk with Mike...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/21

In this episode of the Jake and Gino Podcast, we're joined by Profit First author and serial entrepreneur Mike Michalowicz—the mind behind Clockwork, The Pumpkin Plan, and The Money Habit. Mike reveals why traditional financial thinking keeps most businesses broke, and how to flip the script with his game-changing Profit First framework.What You’ll Learn:Why “Revenue - Expenses = Profit” is brokenHow to reverse engineer profit with real estateThe behavioral psychology behind business financesWhy

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00:16:31

The Art of the Multifamily Deal | How To with Gino...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/16

What can real estate investors learn from Donald Trump’s The Art of the Deal? In this solo episode of the Jake & Gino How-To Podcast, Gino Barbaro breaks down Trump’s classic deal-making framework and shows how it directly applies to successful multifamily investing.Whether you love Trump or not, his negotiation principles have helped real estate moguls and business owners across the globe. Tune in to see how they can transform your multifamily game.Get your FREE book: Email Gino at

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00:51:11

Breaking the Saver's Curse: How to Create Real Cash...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/14

In this eye-opening episode of the Jake & Gino podcast, Gino flies solo to interview Chris Miles, founder of Money Ripples, cashflow expert, and former financial advisor turned passive income evangelist. Together, they pull back the curtain on the real problems with traditional retirement planning—and how most people have been brainwashed into believing the 401(k) is their only path to freedom.Chris reveals how he escaped the rat race at just 28 years old by ditching accumulation and embracing cash

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00:19:17

How To Scale a Multifamily Business | How To with...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/09

In this episode of the Jake & Gino How-To series, Gino Barbaro dives deep into the critical difference between growth and scaling—and why understanding this difference can make or break your multifamily investing journey.Discover:How "Profit Per Unit" (PPU) became a more valuable KPI than total doors Why revenue is vanity, profit margin is sanity, and cash is king What tools and systems (like EOS and Scaling Up) helped streamline operations The cadence of accountability: daily huddles, weekly L10s,

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00:40:45

Is Your Ego Making You Poor? Nick Maggiulli Reveals...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/07

In this episode of the Jake & Gino podcast, we sit down with Nick Maggiulli — creator of Dollars and Data and bestselling author of Just Keep Buying and Just Keep Mining. Nick breaks down his new book and signature "Wealth Ladder" framework — a six-level approach to building wealth based on net worth and financial behaviors. We discuss how your income, mindset, and investment strategy must evolve as you move up the ladder. Whether you’re just starting out with less than $10K or strategizing how to

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00:15:15

How To Perform a Rent Comp | How To with Gino Barbaro

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/07/02

In this how-to video, Gino Barbaro—co-founder of Jake & Gino and Barbaro360—dives deep into how to perform a rental comp analysis in multifamily real estate. Whether you’re a beginner or a seasoned investor, understanding how to comp rents properly is crucial for accurate underwriting, valuation, and deal evaluation.Learn what metrics matter most when running rent comps, how to leverage AI tools for efficiency, and how to avoid rookie mistakes that can cost you money. From vintage and unit size to

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00:49:17

Land Shark Tactics: How Brent Bowers Makes...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/06/30

In this episode of the Jake & Gino podcast, we welcome Brent Bowers, Army veteran turned land-flipping expert and founder of The Land Sharks. Brent shares how he escaped the rat race, built passive income through vacant land investing, and found lifestyle freedom without traditional rentals.We dive deep into:His transition from military service to real estate success The hamster wheel of wholesaling and how land helped him break free Scalable strategies to flip, finance, and profit from land

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00:13:46

The 4 Ps of Managing Your Rentals | How To with Gino...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/06/25

Managing rentals isn't glamorous—but it's where the profits are made. In this How-To episode, Gino Barbaro, co-founder of Jake & Gino, breaks down the 4 P’s of managing your rentals: People, Price, Promotion, and Product. If you’re struggling to fill units, you’re likely violating one of these essential principles.Whether you're a seasoned investor or just starting out, mastering these four levers will help you increase cash flow, reduce downtime, and grow a scalable multifamily business. Want to go

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00:50:58

The Billionaire Mindset w/ Brandon Green | Jake &...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/06/23

In this episode of the Jake and Gino Podcast, we sit down with Brandon Green, founder of Alchemy of Money, to unpack a journey filled with transformation, entrepreneurial grit, and real estate mastery.From cold-calling in IT sales to flipping foreclosures with FHA loans, Brandon shares how early failures and IRS audits paved the way to building scalable, investor-focused financial services. We dive into his identity journey, leadership evolution, and the surprising truth about achieving financial

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00:16:30

The End of the Apartment Glut — What’s Driving Rents...

Jake and Gino Multifamily Investing Entrepreneurs ·

2025/06/18

In this episode of the Jake and Gino Podcast, Gino Barbaro dives deep into the current multifamily housing landscape and dissects whether the apartment oversupply crisis is reaching its end. Gino walks you through how the market cycle has evolved since the 2008 recession and explains why some cities like Dallas, Austin, and Phoenix are facing increased vacancy and downward rental pressure—while others like New York remain tight.If you're an investor, developer, or market watcher, this is your

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