Business
**Jake & Gino: Real Estate Investing & Multifamily**

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.

Latest Episodes:

What Is Your Multifamily Investing Strategy | How To with Gino Barbaro Sep 10, 2025

Show notes

What’s the best Multifamily Investing Strategy for your goals? Gino Barbaro reveals how to stop chasing IRR and start building a plan that matches your time, capital, and risk—so you can grow cash flow and options.

In this episode, Gino outlines a practical roadmap: set clear goals (extra income, retirement timeline, job optionality, tax planning), pick the right vehicle (syndication, JV, or creative financing), and reinvest early gains while keeping your day job to build equity. You’ll learn how seller financing and strong partners can bridge capital gaps, why “Buy Right, Manage Right, Finance Right” is the durable framework, and how to weigh tax benefits without letting them drive the deal. We also compare syndication vs. JV and when each supports your Multifamily Investing Strategy. By the end, you’ll know how to align deals with outcomes and use a repeatable Multifamily Investing Strategy to scale cash flow, equity, and long-term wealth.

Connect with Gino Barbaro: gino@jakeandgino.com | 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.

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Stop Living Deal to Deal | Build Profitability & Eliminate Stress | Jake & Gino Podcast Sep 08, 2025

Show notes

Most investors chase deals but never keep the profits. In this episode, David Richter, author of Profit First for Real Estate Investing and founder of Simple CFO, reveals how the Profit First Real Estate Investing system helps you build lasting profitability and stop living deal to deal.

You’ll learn why most entrepreneurs fail financially, how to flip the traditional “sales – expenses = profit” formula, and why paying yourself first changes everything. David breaks down the “golden trio” bank accounts, case studies of investors who turned losses into profits, and how to scale a business with clarity and confidence. If you want financial control, less stress, and more freedom, this conversation on Profit First Real Estate Investing is essential.

Connect with David Richter: https://simplecfo.com

Chapters:

00:00 – Introduction
02:23 – The Profit First formula explained
10:09 – Playing the money game as an entrepreneur
13:48 – The “Golden Trio” bank accounts for clarity
21:04 – Case study: turning $70k losses into $70k giving

28:55 – Growth vs. scaling: understanding the difference

We're here to help create real estate entrepreneurs...

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How to Manage a Multifamily Property | How To with Gino Barbaro Sep 03, 2025

Show notes

Managing a multifamily property isn’t just about collecting rent—it’s about building a business that creates lasting passive income and long-term financial freedom. In this episode, Gino Barbaro (co-founder of Jake & Gino) breaks down the often-overlooked “Manage Right” framework of real estate investing. While buying and financing deals may seem exciting, true wealth comes from learning how to manage multifamily properties the right way.

In this lesson, you’ll discover the critical differences between property management and asset management, why systems and culture are essential to scaling, and how to avoid common mistakes new investors make. Gino shares lessons from his early days managing a 25-unit deal all the way to scaling a 1,500+ unit portfolio. Whether you’re just starting out or managing hundreds of doors, this episode will teach you how to run your real estate like a business and ensure consistent cash flow, strong returns, and sustainable growth. If your goal is real estate investing, building passive income, and achieving financial freedom, this is the playbook you’ve been waiting for.

We're here to help create real estate entrepreneurs...

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How to Scale Home-Service Businesses: ROAS & AI Content (with Phil Risher) | Jake & Gino Podcast Sep 01, 2025

Show notes

From texting workflows and estimate calculators to Google’s four-result “Monopoly board,” Phil shows how better ops beat “more leads.” We dig into retargeting your ignored database, the five metrics that matter, and how AI/LLM authority content will shape the next decade. Whether you run HVAC, plumbing, gutters—or manage 1,800 units—these tactics turn chaos into pipeline. Watch to level up your home service marketing today.

Connect with Phil Risher

Website: https://phlashconsulting.com/

Chapters:

00:00 – Introduction

07:19 – Two big fixes: ROAS visibility + lead management

09:11 – Text-first workflows that boost response & bookings

13:37 – Chat-to-text widgets & estimate calculators that convert

22:10 – Google “Monopoly board”: LSA, Search Ads, Map Pack, SEO

24:26 – Content flywheel from real customer calls (They Ask, You Answer)

27:21 – AI search & becoming the local authority with content

38:28 – Scaling ladder & PE honey holes (retargeting)

44:45 – Gino Wraps it Up

We're here to help create real estate entrepreneurs...

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Top Five Books For Multifamily Investors | How To with Gino Barbaro Aug 27, 2025

Show notes

In this episode of the Jake & Gino How-To Series, Gino Barbaro shares his top five books for multifamily real estate investing. Whether you’re just starting your journey or scaling your portfolio, these timeless reads will give you the mindset, financial intelligence, and negotiation skills needed to succeed in real estate investing. From classics like Rich Dad Poor Dad to powerful guides like Never Split the Difference, this list will help you build wealth and achieve financial freedom through multifamily real estate.

Real estate investing is 80% mindset and 20% mechanics, and these books prove it. Gino breaks down why The Richest Man in Babylon lays the foundation of wealth-building, how The Psychology of Money shapes your relationship with finances, and why Think and Grow Rich still influences today’s top entrepreneurs. He also covers negotiation strategies from Chris Voss’s Never Split the Difference, creative deal structures in Creative Cash, and market analysis insights from Dave Lindahl’s Multifamily Millions. Each recommendation gives you the tools to overcome limiting beliefs, understand the rules of money, and master multifamily real estate. If your goal is to create passive income, scale your portfolio, and achieve long-term financial freedom, these book recommendations are your roadmap to success.

Connect with Gino Barbaro: gino@jakeandgino.com
Learn more at: https://www.wheelbarrowprofits.com

We're here to help create real estate entrepreneurs...

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Blockchain, Bitcoin & Beyond: What It Means for Real Estate Investing | Jake & Gino Podcast Aug 25, 2025

Show notes

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 real estate entrepreneurs...

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The State of The Multifamily market | How To with Gino Barbaro Aug 20, 2025

Show notes

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 Covered

Why 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.com
Free Book Request: gino@jakeandgino.com
Website: https://jakeandgino.com

We're here to help create real estate entrepreneurs...

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Real Estate Investing Made Predictable: Financial Freedom With Tech | Jake & Gino Podcast Aug 18, 2025

Show notes

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 Shaked

Chapters:

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 real estate entrepreneurs...

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How To Buy Real Estate With High Interest Rates | How To with Gino Barbaro Aug 13, 2025

Show notes

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 real estate entrepreneurs...

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Estate Planning Made Simple: How to Protect Your Family’s Future | Jake & Gino Podcast Aug 11, 2025

Show notes

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.