Most people never escape the grind. But Gino Barbaro did—and it started the night he realized his tenants were getting paid while he was shoveling snow for free. Today, he’s teaching the exact path that took him from pizza shop owner to multifamily millionaire.

In this episode, I sit down with Gino Barbaro to break down how he went from running a New York pizza shop to becoming a multifamily millionaire. We talk mindset, money, legacy, and the exact shifts that allowed him to build a business that pays him in his sleep.

Gino shares the tough moments, the family pressures, the Great Recession wake-up call, and the practical steps that led him into apartment investing—and ultimately financial freedom. This one is packed with real, implementable strategies you can start applying today.

 If you want a Part 2 focused fully on mindset and money, drop a comment! 

🔑 Key Takeaways
👉Why your roots determine your financial fruits—and how to change both
👉The mindset shift that took Gino from overwhelmed restaurant owner to wealthy investor
👉Why building a business for your family is a mistake—and the correct way to build it instead
👉How to identify the right vehicle for wealth creation
👉The moment Gino realized “apartment owners get paid in their sleep”
👉Why real estate’s scalability and tax benefits changed his life
👉How immigrants’ values shaped Gino’s discipline, drive, and approach to money
👉The power of taking extreme responsibility for everything you have (or don’t have)
👉What “happy money” and “happy wealth” actually mean

📌 Chapters:
00:00 — Intro
01:30 — Happy money, happy family, legacy
03:50 — From pizza shop to multifamily
08:10 — The book that changed everything
10:45 — “Your fruits are in your roots”
14:30 — Building a business for the marketplace, not your family
17:20 — Gino’s first multifamily deal
19:05 — The snowy Friday epiphany
22:10 — Why real estate is the ultimate vehicle
25:30 — Value creation vs survival
28:40 — Scaling wealth + tax advantages

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In this episode, I sit down with Justin Freistadt — one of the highest-level thinkers we’ve ever had on the show. Justin built an $80M food company, sold it, moved to Vegas, and now operates across multiple industries including private equity, hedge funds, and a publicly-traded AI safety company.

What stood out most wasn’t just his success — it’s the way he thinks: extreme focus, asymmetric bets, knowing when to switch vehicles, and living life in full intensity.

If you’re in your 20s, 30s, or even 40s and you’re trying to build a business, find your path, or figure out how to transition into something bigger… this conversation is going to hit you hard.

We dive into mindset, habits, risk, rest, learning who you really are, and the courage required to outgrow old versions of yourself. Justin doesn’t sugarcoat anything — he gives real, raw, practical advice for high performers and people who want to become high performers.

Stick around until the end where Justin breaks down the idea of the “asymmetric bet” — one of the most powerful concepts you can apply to business and life.

⭐ Key Takeaways
👉Why market conditions matter just as much as skill.
👉How to find the “vehicle” that fits your identity — and when to leave it.
👉The reality of being an outlier: extreme focus, sacrifice, and obsession.
👉Why most people shouldn’t pursue entrepreneurship (and who should).
👉How to rest at a high level without losing momentum.
👉The difference between being busy and being aligned.
👉How to say NO to the things that dilute your energy.
👉What an “asymmetric bet” is — and how it can change your life trajectory.

If you got value from this conversation, hit LIKE, SUBSCRIBE, and drop a comment with your biggest takeaway.

Share this episode with someone who needs a mindset reset or is ready to level up.

And if you want more conversations like this with high-performance leaders, make sure you follow the show and turn on notifications — new episodes every week.

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In this episode of The Legacy Investor, I sit down with tax strategist and wealth architect Peter Culver, a guy who knows the tax code front-to-back and has helped entrepreneurs save thousands during exits, major capital gains events, and high-income years.

We dig into the biggest mistakes business owners make when preparing to exit, the tax strategies CPAs never bring up, and simple ways entrepreneurs can reduce their tax bill this year. What I love most about Peter is that he’s not just about money — he’s obsessed with helping people become rich beyond money: in their families, relationships, and impact.

If you're a business owner, real estate investor, or someone planning a future exit, this episode is packed with tactical takeaways you can use immediately.

🔑 Key Takeaways
👉Why most CPAs are tax preparers, not tax strategists — and why that costs entrepreneurs money.
👉The Augusta Rule and how business owners can legally earn tax-free income by renting their own home to their business.
👉How to pay your kids tax-free for age-appropriate work (or even licensing their photos).
👉High-level strategies for reducing ordinary income using solar investments, bonus depreciation, and tax credits.
👉How entrepreneurs can diversify income streams and protect themselves long-term.
👉The biggest mistakes business owners make before exiting — and how to avoid them.
👉Why creating additional streams of income is essential for long-term freedom and generational wealth.

If this episode opened your eyes to what’s possible with the right tax strategies, make sure to subscribe, leave a 5-star review, and share the episode with another entrepreneur who needs to hear it.

#TheLegacyInvestor #LegacyInvestorPodcast #PodcastEpisode #BusinessPodcast #FinancePodcast #EntrepreneurPodcast #MoneyTalks #PeterCulver #TaxStrategy #TaxPlanning #ExitPlanning #TaxSavings #WealthThrive #FreedomFamilyOffice #BusinessExit #EntrepreneurLife #BusinessOwnerTips #RealEstateInvesting #WealthBuilding #FinancialFreedom #PassiveIncome #MultipleStreamsOfIncome #InvestSmart #InvestorMindset #LearnAndGrow #SuccessMindset #BusinessGrowth #WealthCreation #MoneyMatters #InvestInYourself #FinancialEducation

In this episode, I sit down with Peter Kolat, author of Authentic Self Rebirth, to talk about mindset, delegation, and breaking free from the lies that hold us back. Peter shares his journey from communist Poland to becoming a top mindset coach, and how he learned to stop doing everything himself. We dive into scarcity vs. abundance, people-pleasing, being present, and how faith ties it all together. This one hit me deep. It’s packed with practical wisdom and truth for both business and life.

In this episode, I sit down with Dustin Hendrickson, a developer who’s gone from building a duplex with his mom to leading multi-million-dollar apartment projects across the Midwest. We talk about syndication, raising capital, and how to scale without losing your peace. Dustin shares what 20 years in real estate have taught him about patience, leadership, and trusting God with the 99%. This one’s full of gold for anyone looking to go from small deals to true mailbox money.

In this episode, I sit down with Eugene Gershman from the Land to Legacy podcast to share my story—from house hacking my first home to owning over 30 rental units and revitalizing parts of Waco. We talk about learning construction the hard way, getting red-tagged by inspectors, creative financing, and how faith shapes my approach to real estate and business. If you want to build wealth, live for free, and do it with purpose, this one’s for you.

In this episode, I sit down with Dr. Nick Michels to explore the deeper questions behind wealth, purpose, and legacy. Nick shares how a childhood marked by sudden financial hardship shaped his drive to protect and provide for others, but also how he learned that money alone doesn’t bring lasting joy. We talk about how to design a life with intentionality, ask the right questions to uncover your “why,” and align your financial strategy with what matters most. Nick also breaks down practical tools like vision statements, budgeting with purpose, and compounding small wins, while weaving in faith and wisdom that goes far beyond numbers. This episode is less about tactics and more about clarity, and it just might spark a journal full of questions that lead you toward a more meaningful life!

In this episode, I sit down with Joe Rinderknecht to talk about his powerful journey of breaking free from debt, transforming his mindset around money, and leading his family with intentionality. Joe opens up about the practical steps he and his wife took to pay off debt, how stewardship changed the way they approach finances, and the role faith played throughout the process. We dive into what it looks like to lead your family spiritually and financially, create rhythms that keep you focused, and trust God in seasons of uncertainty. This conversation is a mix of practical wisdom and deep encouragement for anyone looking to build a lasting legacy.

In this episode, I sit down with Eugene Gershman, a veteran developer and founder of GIS Companies who has been helping landowners transform their property for over 20 years. Eugene shares how he went from reluctantly joining his father’s construction company to creating a nationwide development model that lets everyday landowners keep equity and participate in the upside of their projects. We talk about why selling your land can be a costly mistake, how to structure joint ventures with developers, and the common pitfalls that can derail a project. Eugene also opens up about lessons learned from setbacks, why design and risk management matter more than anything, and how his team can help you either learn the process or handle the entire development for you. If you’re sitting on a piece of land and don’t know what to do with it, this conversation will give you a roadmap to unlock its full potential.

In this episode I sit down with Joe Downs, an investor who went from buying distressed second mortgages to building a thriving self-storage empire. Joe shares how he stumbled into self-storage after his previous business was squeezed by new regulations, why 80% of storage facilities are still owned by mom-and-pop operators, and how that creates opportunities for everyday investors. We talk about financing strategies like SBA loans, how to add hidden value to facilities, and why self-storage can deliver more control, diversification, and upside than single-family rentals. Joe also opens up about his “why” — teaching his kids the knowledge behind wealth so they can build their own freedom.