Multifamily Real Estate Investing Strategy and Coaching
In this episode, Jake Stenziano and Gino Barbaro sit down with Evan Holladay, a developer focused on affordable housing. Evan shares how he broke into the industry, the realities of managing complex development projects, and the critical role strong partnerships play in bringing deals to life.
The conversation explores the growing demand for affordable housing in the U.S., the financial structure behind these projects, including the use of tax credits, and the many layers involved in navigating approvals and construction. Evan also offers practical advice for investors and developers looking to enter the space while creating meaningful, community-focused impact.
Chapters:
00:00 Introduction and Guest Introduction
00:48 Evan's Journey into Affordable Housing
05:09 The Development Process and Challenges
10:28 Understanding Affordable Housing and Tax Credits
15:55 The Buy Right, Operate, Exit Framework
21:11 Partnerships and Risks in Development
22:52 Future of Affordable Housing Development
25:09 Uncovering the Hidden Opportunities in Development
26:54 Financial Rewards and Developer Fees
29:26 Understanding the Long-Term Benefits and Risks
31:05 Navigating the Complexities of Affordable Housing
34:28 Scaling and Systematizing Development Projects
38:38 Lessons Learned from Development Challenges
41:09 Future Opportunities in Affordable Housing
43:02 Logo-animation-JG-New Intro-Sanddunes.mp4
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.
Are you investing in real estate the right way to achieve your financial goals?
There are two ways to invest in real estate:
👉 Active
👉 Passive
But here’s the real question — are you truly generating passive income, or just hoping you will?
Many investors jump into deals without fully understanding the risks, the operator, the numbers, or the exit strategy. Real estate can create life-changing wealth — but only if you understand how the game works.
If you're unsure whether active or passive investing is the right fit for your goals, time, and capital, we’re here to help.
📅 Book a strategy call with our team today and gain clarity on the best path forward.
Your clarity today determines your wealth tomorrow.
🔗 Learn more and access additional resources:
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.
In this episode, Jake and Gino welcome investor Axel Ragnarsson for an in-depth conversation on building and sustaining success in real estate. Axel reflects on his path from small entrepreneurial ventures to owning multifamily properties, underscoring the importance of long-term thinking, disciplined execution, and surrounding yourself with the right people. The discussion covers market shifts, operational efficiency, financing approaches, and how technology is reshaping property management. Axel also shares practical lessons on overcoming today’s market challenges, offering actionable guidance for investors at every stage of their journey.
Chapters:
00:00 Introduction
01:05 The Shift in Real Estate Investing
03:08 Axel's Journey into Real Estate
05:12 Transitioning from Flipping to Long-Term Investing
09:52 Understanding Deal Criteria and Value-Add Opportunities
13:37 Financing Strategies for Multifamily Properties
18:47 Operational Excellence in Property Management
26:21 The Importance of Exit Strategies
28:56 Challenges in Real Estate Investing
31:01 Wrap-Up and Key Takeaways
55:02 Logo-animation-JG-New Intro-Sanddunes.mp4
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.
In this conversation, Gino Barbaro explores the behavioral side of business coaching—an area he believes is often ignored. While most coaching programs focus on strategies, systems, and models, Gino argues that real success is driven by the beliefs, habits, and emotional patterns operating beneath the surface.
Drawing from his experience in both the restaurant and real estate industries, he reflects on how early family influences and childhood experiences shaped his mindset around money and risk. Gino emphasizes the importance of combining practical business strategy with deep behavioral awareness, advocating for a more holistic approach that addresses both execution and mindset to create lasting growth and meaningful success.
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.
In this episode of the Jake and Gino Podcast, hosts Jake Stenziano and Gino Barbaro sit down with Jack McColl, co-founder of Scale with Funding, to explore creative funding strategies for entrepreneurs.
Jack breaks down how business owners can access 0% interest business credit cards for 12 to 18 months, enabling them to deploy capital strategically without the pressure of immediate repayment. He also highlights the critical role of building a strong personal credit profile to unlock larger credit lines—an especially powerful tool for entrepreneurs who are still in the early stages and not yet generating significant revenue.
Takeaways:
Access to 0% interest credit can boost business growth.
Building a strong personal credit profile is essential.
Credit stacking allows for maximizing funding potential.
Risks include overextending financially with credit.
Preparation is key to seizing business opportunities.
Chapters:
00:00 Introduction to Credit Stacking
03:16 Understanding Zero Interest Credit Cards
06:03 Target Audience for Credit Stacking
08:59 Risks and Downsides of Credit Stacking
11:55 Good Debt vs. Bad Debt
14:59 The Importance of Personal Credit
17:56 Maximizing Credit Utilization
21:10 Personal Credit Card Strategies
24:05 Travel Hacking with Credit Points
26:55 The Five Factors of Credit Scores
29:55 The Future of Credit Card Interest Rates
33:17 Mindset and Responsibility in Entrepreneurship
36:05 Preparation for Opportunities
38:54 Conclusion and Final Thoughts
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.
Chapters:
00:00 Introduction to Investment Decisions
02:36 Understanding Exit Strategies
05:13 Evaluating Investment Metrics
08:13 The Importance of Conservative Underwriting
10:32 Return on Effort in Investments
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.
Takeaways:
Shadow banking encompasses all finance outside of traditional deposit banking.
The perception of safety in banking is often misleading.
Understanding risk-adjusted returns is crucial for investment success.
Real estate can serve as an effective hedge against inflation.
Long-term fixed-rate debt can mitigate market volatility.
Investors should focus on capital structure to maximize returns.
Diversification in asset management is often a flawed strategy.
Effective marketing requires understanding the psychology of the target audience.
Sales processes should focus on addressing customer frustrations.
Critical thinking is essential in navigating financial decisions.
Chapters
00:00 Introduction to Shadow Banking
02:15 Understanding Shadow Banking and Its Implications
05:20 The Role of Media and Psychology in Financial Perception
08:18 Navigating Real Estate and Market Dynamics
11:21 Capital Structure and Investment Strategies
14:26 The Importance of Risk Management in Investments
17:20 Scaling Investment Strategies and Managing Capital
20:14 Diversification and Asset Management Strategies
23:28 Evaluating Investment Opportunities
26:23 The Future of Investment Strategies
34:07 The Role of AI in Research and Development
39:35 AI's Influence on Public Perception
45:41 The Evolution of Marketing Strategies
53:59 Understanding Consumer Psychology
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.
In this conversation, Gino Barbaro discusses the challenges of raising capital in the current economic climate, emphasizing the importance of understanding the business, creating connections with investors, and addressing their pain points. He highlights the need for financial stewardship and the psychological aspects of investor relations, advocating for a genuine approach to building trust and excitement in capital raising efforts.
Sound Bites:
"Try to connect with that person first."
"Understand how the brain works."
"Seek first to understand that person."
Chapters:
00:00 Introduction to Capital Raising Challenges
02:39 Understanding the Business Before Raising Capital
05:11 The Importance of Connection in Capital Raising
07:43 Identifying Client Pain Points
10:25 Finding Impact Together
13:10 Knowing Your Stuff and Understanding Psychology
15:45 Wrapping Up: Long-Term Goals in Capital Raising
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.
In this episode of the Jake and Gino podcast, Gino Barbaro interviews John Gafford, a luxury real estate entrepreneur and author of 'Escaping the Drift.'
John Gafford is a luxury real estate entrepreneur, speaker, and host of Escaping The Drift, a top 20 business podcast with over 3 million downloads. A former Apprentice contestant and CEO of Simply Vegas, he empowers people to break free from mediocrity, take control of their lives, and lead with purpose.
They discuss the importance of personal accountability, the concept of 'the drift' in life, and how to navigate challenges. John shares insights on parenting, problem-solving, and the qualities that lead to success in competitive environments. The conversation emphasizes the significance of building a strong company culture and the relentless execution of strategies to achieve business success.
Takeaways
Wrote the book to leave a legacy for his kids.
Success often comes from taking control of your life.
The drift represents a lack of direction in life.
People need to take radical accountability for their actions.
Parents should allow children to face challenges to build resilience.
Problems should be viewed as solvable opportunities.
Understanding the unwritten rules of life is crucial for success.
Emotional intelligence plays a key role in negotiations.
Successful individuals often think outside the box.
Building a strong company culture is essential for success.
Chapters
00:00 Introduction to John Gafford and His Journey
02:31 The Motivation Behind Writing 'Escaping the Drift'
05:18 Understanding the Concept of 'The Drift'
08:27 Shifting from Drifting to Swimming: Personal Accountability
11:45 Radical Honesty and Accountability in Life
15:07 The Importance of Allowing Struggles for Growth
19:19 Empowering Children Through Problem Solving
21:00 Understanding the Unwritten Rules of Life
24:02 Lessons from The Apprentice: Risk Evaluation and Mindset
30:43 The Art of Negotiation in Real Estate
33:19 Listening to Clients: A Real Estate Story
39:27 The Importance of Hard Work and Accountability
44:11 Scaling a Business: Clarity and Execution
51:19 Building a Strong Company Culture
57:01 Living Your Own Book: Personal Growth and Accountability
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.
Takeaways:
The three-step process includes buy, finance, operate, and exit.
Understanding your exit strategy is crucial for real estate success.
Be intentional with your buy right criteria to ensure value addition.
Market analysis is essential for determining property value and potential.
Operational efficiency can significantly impact the success of a real estate investment.
Financing options vary and should align with your investment strategy.
Building a business mindset is key to successful real estate investing.
Utilizing data and market insights can enhance decision-making.
Exit strategies can include selling, refinancing, or holding properties long-term.
Every real estate deal should be evaluated through a strategic lens.
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.
In this engaging conversation, Jake and Gino discuss the journey of entrepreneurship with Jeff Burningham, exploring personal stories, the role of mentorship, and the challenges of navigating politics as an entrepreneur. They delve into the impact of growth on community infrastructure, the aftermath of political campaigns, and the intersection of AI and human consciousness. The discussion also touches on education reform in the age of AI, the importance of finding joy and wisdom in a digital world, and the rituals that contribute to personal success and inner peace.
Jeff Burningham is a serial entrepreneur, investor, and philanthropist focused on building purpose-driven businesses. He is the founder of Envision Utah and the co-founder of Peak Ventures, supporting innovative startups while championing family values, community impact, and long-term legacy.
Takeaways:
Entrepreneurship often begins with personal experiences and inflection points.
Mentorship plays a crucial role in shaping entrepreneurial journeys.
Politics can be a challenging landscape for entrepreneurs, often requiring a desire to serve.
Community growth must be managed proactively to address infrastructure challenges.
Personal growth can emerge from political defeats and setbacks.
AI presents both challenges and opportunities for human consciousness.
Education systems must adapt to the realities of AI and technology.
Finding joy comes from within, not from external sources.
Meditation and nature can help individuals reconnect with themselves.
The future of education will likely be disrupted by AI, making it more accessible.
Insights:
"It's about the right questions."
"The beauty's in the mess."
"We need to come back to ourselves."
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.