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Jake & Gino: Real Estate Investing & Multifamily — 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.

Copyright: © Copyright Jake & Gino

Latest Episodes:

How Does The Government Shutdown Affect Multifamily | How to Oct 15, 2025

Show notes

The government shutdown and multifamily real estate market are more connected than you think. In this How-To episode, Gino Barbaro breaks down how a government shutdown can ripple through your investments — from USDA and Section 8 properties to loan processing delays and market uncertainty

When the government halts operations, multifamily investors can face serious ripple effects — delayed rent subsidies, halted USDA loans, and nervous capital markets. Gino explains why “guaranteed government money” isn’t always guaranteed, how shutdowns affect Section 8 and HUD properties, and why investor confidence plays a crucial role in maintaining valuations. Learn what to watch for if your market depends on government or military jobs, and how to prepare your portfolio for prolonged shutdowns. The government shutdown and multifamily real estate conversation is one every investor needs right now.

Connect with Gino Barbaro: https://jakeandgino.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.

Kent Roers on Institutional vs Individual Real Estate Investors| Jake & Gino show Oct 13, 2025

Show notes

You’ll learn why Kent chose individual investors over institutions, how he raised his first $1.5M for a 30-unit development, and the systems (EOS, vertical integration) that helped deliver consistent performance—averaging 19.7% annually across realized deals. We compare Institutional vs Individual Real Estate Investors on speed, control, red tape, and relationship capital, and dig into current market dynamics: 2024’s supply bulge, concessions, and why disciplined builders could be positioned for a 2027 “2022-style” exit environment. We also cover buy-right criteria (jobs, income, net in-migration), operational updates every two weeks/quarterly, and practical first steps if you’re moving from single-family into development. If you’re weighing Institutional vs Individual Real Estate Investors, this conversation gives you a clear, operator-level playbook.

Connect with Kent Roers: roerscompanies.com

Chapters:

00:00 – Introduction

00:42 – Institutional vs individual investors: real pros & cons

02:46 – Starting in 2012: from SFR/lease-to-own to apartments

06:29 – Laid off → first 30-unit development and raising capital

10:49 – Assembling $1.5M equity & early investor objections

18:16 – Deal flow today: referrals → Google Ads; average investor holds 8 projects

24:14 – Where AI is actually helping (ops, accounting, leasing)

29:44 – 2024 supply peak, concessions, and why Kent’s still building

45:30 – Gino wraps it up

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.

The 3 Growth Stages of Raising Capital in Real Estate | How To with Gino Barbaro Oct 08, 2025

Show notes

If you’ve ever wondered how to raise capital for real estate investing, this episode breaks it all down. Jake & Gino co-founder Gino Barbaro shares a step-by-step guide to mastering the art of raising money—from your very first deal to becoming an expert capital raiser. Whether you’re funding your first duplex or managing millions in multifamily, this episode will help you raise capital with confidence and integrity.

In this How To Raise Capital for Real Estate Investing lesson, Gino explains the three growth stages—beginner, intermediate, and expert—and exactly what to focus on at each level. You’ll learn how to build a credible personal brand, create content that attracts investors, systemize your CRM and follow-ups, and develop long-term investor trust. Discover the mindset, skills, and systems used by top multifamily operators to raise capital consistently.

Connect with Gino Barbaro at JakeandGino.com or email gino@jakeandgino.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.

Why Employers Have the Leverage Again : 2025 Hiring Trends With Bill Kasko| Jake & Gino show Oct 06, 2025

Show notes

Want a clear read on 2025 Hiring Trends from someone who’s placed talent nationwide for 20+ years? Frontline Source Group CEO Bill Kasko joins Jake & Gino to unpack the real shifts behind AI, return-to-office, and why employers reclaimed leverage since late 2024.

We break down how the market flipped post-September 2024 and what that means for offers, counteroffers, and retention. Bill explains why workforce participation, aging demographics, and the gig economy reshaped recruiting—and how AI is speeding up that evolution without replacing the “human touch.” You’ll learn how companies are cutting costs via tech (think VOIP vs. receptionists), why average tenure keeps shrinking, and how 2025 Hiring Trends favor organizations with tight communication, culture, and training—whether remote, hybrid, or in-office. We also hit budget cycles, the H-1B conversation for tech skills, and what could re-ignite growth if rates pull back. If you’re hiring—or job-hunting—this is your roadmap to 2025 Hiring Trends.

Connect with Bill Kasko: Frontline Source Group (frontlinesourcegroup.com) and on LinkedIn.

Chapters:

00:00 – Introduction

01:18 – From ERP dreams to a national staffing firm: the “Costanza Theory” pivot

06:28 – Participation drops, aging workforce, and the talent gap explained

14:32 – AI + automation: what changes (and what the human touch still wins)

16:01 – Return-to-office vs. remote: culture, communication, and outcomes

25:16 – The flip: candidate-driven to employer-driven

45:00 – Big foreign investment, skills shortages, and the H-1B question

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.

How to Start Raising Capital for Real Estate Investments | How To with Gino Barbaro Oct 01, 2025

Show notes

Raising capital for real estate can make or break your investing journey. In this episode, Gino Barbaro from Jake & Gino shares a complete framework to help beginners, intermediates, and advanced investors understand how to raise capital the right way—without burning trust or making costly mistakes.

From his first 25-unit deal to managing syndications, Gino explains why raising capital for real estate isn’t just about pitching deals—it’s about operations, relationships, and treating capital raising as its own business. You’ll discover why you must first master “buy right, manage right, and finance right” before moving into syndications, how to build trust with investors, the psychology behind investor decision-making, and the three stages of becoming a successful capital raiser. If you’re considering raising capital for real estate, this episode will guide you to avoid beginner pitfalls and position yourself for long-term success.

Connect with Gino Barbaro: https://jakeandgino.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.

Blue Collar Entrepreneurship: How to Build Wealth Without a 4-Year Degree | Jake & Gino show Sep 29, 2025

Show notes

Blue collar entrepreneurship is exploding — and you don’t need a four-year degree to build a profitable, scalable business. In this episode Ken Rusk (author of Blue Collar Cash) explains why trades are back, how to launch a business from day one, and the mindset you need to win.

Ken breaks down practical steps for blue collar entrepreneurship: choose a clear vision, earn while you learn, and build owner-like teams through intrapreneurship. Hear real success stories of employees who became vice presidents and tradespeople who started profitable companies after apprenticeship. Ken also explains how to scale without getting trapped in day-to-day operations, and how to pivot in crises (like COVID) by reframing your service offering. If you’re weighing trade school vs college or want to scale a one-truck operation into a regional business, this episode delivers an actionable path forward for blue collar entrepreneurship.

Connect with Ken Rusk: KenRusk.com — Instagram: @KenRuskOfficial

Chapters:

00:00 – Introduction

01:13 – Ken’s origin story: ditch-digging to business owner

03:52 – College vs trades: the $400k swing and why trades matter now

16:00 – Coaching & vision: how to turn a worker into an owner

23:13 – Surviving market shocks: pivoting during COVID and reframing services

31:41 – Who Ken coaches & signs of the ideal student

40:45 – Gino wraps it up

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.

What is Your Multifamily Business Plan | How To with Gino Barbaro Sep 24, 2025

Show notes

Creating a Multifamily Business Plan is the foundation of becoming a successful real estate investor. In this episode, Gino Barbaro breaks down the Buy Right, Manage Right, and Finance Right framework while sharing lessons from his own investing journey. Whether you’re new to multifamily or looking to refine your approach, this video will help you build a clear path to long-term wealth.

In this training, Gino explains why cash flow isn’t the only metric that matters, how to evaluate challenging markets like California, and why every investor needs a defined exit strategy. You’ll also learn how to view multifamily as a true business, not just an investment, and why treating residents and investors as customers leads to greater success. If you’re ready to create a strong Multifamily Business Plan that fits your goals, this episode gives you the tools and perspective to make it happen.

Connect with Gino Barbaro: gino@jakeandgino.com | barbaro360.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.

Automations That Save You Time & Money :AI for Real Estate Investors | Jake & Gino Podcast Sep 22, 2025

Show notes

AI for Real Estate Investors is changing the game. In this episode, Jake & Gino sit down with serial entrepreneur Nadav Wilf to explore how artificial intelligence is transforming deal sourcing, property management, and investor efficiency. From automating workflows to boosting qualified deal flow, this conversation will open your eyes to the future of investing.

Nadav breaks down exactly how AI can free up time, streamline operations, and unlock new opportunities in the real estate space. You’ll learn how investors are using AI to find off-market deals, automate due diligence, manage tenant communications, and optimize asset management. Whether you’re curious about predictive dashboards, property management automations, or cutting costs while scaling, this episode will show why AI for Real Estate Investors is becoming essential.

Connect with Nadav Wilf → https://aligncoach.ai | LinkedIn: Nadav Wilf

Chapters:

00:00 – Introduction

09:24 – Why AI is a “cheat code” for entrepreneurs

14:47 – How AI helps real estate investors find off-market deals

19:45 – Automating due diligence, property management, and follow-up

24:02 – Will AI replace jobs? Opportunities vs resistance

31:58 – Using AI to fix property management pain points

37:49 – Should investors build custom AI or rely on platforms?

40:49 – Real-world AI tools for real estate and operations

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.

Rent Softening, Oversupply, and the Future of Multifamily | How To with Gino Barbaro Sep 17, 2025

Show notes

The multifamily market is shifting, and multifamily market oversupply is at the center of it all. With rents softening, vacancies rising, and concessions piling up, investors need clarity to navigate 2025 and beyond.

In this episode, Gino Barbaro breaks down the reality behind the headlines and shares insights from his own market experience in Knoxville, Nashville, and beyond. You’ll learn why oversupply is hitting certain cities harder, how concessions are masking true rental income, and what underwriting strategies can protect you in today’s environment. Whether you’re analyzing new builds, value-add properties, or considering when to enter the market, understanding multifamily market oversupply is essential. Stay patient, focus on operations, and be ready for long-term opportunities as supply burns off.

Connect with Gino Barbaro at https://jakeandgino.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.

Real Estate, Startups & Mexico Business | Growth Entrepreneur Journey Brian Smith | Jake & Gino Podcast Sep 15, 2025

Show notes

Every successful founder has a story worth learning from. In this episode, Jake & Gino sit down with Brian Smith to unpack his incredible entrepreneur journey—from surviving political challenges in Denver real estate to building and scaling businesses across the U.S. and Mexico.

Brian shares candid lessons on entrepreneurship, resilience, and growth. Discover how his early days in commercial real estate shaped his mindset, why burnout forced him to pivot, and how he eventually launched Strategy Ladders to help founder-led B2B service businesses scale beyond the owner. You’ll also hear his perspective on Mexico City as an entrepreneurial hub, the shift from consulting to implementation, and how he helps businesses achieve 2–8X growth. If you’re an entrepreneur or investor, you won’t want to miss Brian’s insights.

Connect with Brian Smith: StrategyLadders.com | LinkedIn: S. Brian Smith

Chapters:

00:00 – Introduction

03:12 – Breaking into Denver real estate with master leases

07:39 – Politics, burnout, and lessons from failure

14:43 – Redefining success: survivalist roots to investment banking

20:24 – Founders Organization & why many groups miss real entrepreneurs

32:52 – Myths vs. reality of living in Mexico as an entrepreneur

42:45 – Why implementation beats coaching in today’s consulting market

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.

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