$25 Million Raised, No Banks, and Generational Wealth with Derek Dombeck, Ep. 754
Release Date: 10/07/2025
Multifamily Insights
Phil DePaul is a home-services entrepreneur and the CEO of Boom Zell Enterprises, which includes United Water Restoration Group of Long Island and 1-Tom-Plumber Long Island. Raised in a blue-collar household with a father who was a plumber, Phil spent more than a decade helping scale a family-owned plumbing wholesale business before leaving to build companies of his own. Today, he focuses on restoration, plumbing, and related services, with a leadership philosophy centered on action, accountability, and restoring people before properties. Make sure to download our free guide, 7...
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In this solo episode, we break down the most common ways investors lose money in apartment investing. And, more importantly, how to avoid them. While multifamily is a powerful wealth-building vehicle, it’s not foolproof. We walk through real-world examples from my own portfolio to highlight where deals go wrong, from negative cash flow and over-leverage to bad partners and poor business planning. This episode is a practical guide for investors who want to protect capital, reduce risk, and build durable multifamily portfolios. Make sure to download our free guide, 7 Questions...
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Yosef Lee is a full-time litigation attorney based in New York who pivoted into multifamily real estate investing to gain greater control over his time and legacy. Driven by his desire to be more present for his two daughters, Yosef began his investing journey in 2019, joining mastermind communities and building a network from scratch. Since then, he has become a general partner in 17 syndications, participated in 5+ joint ventures, and successfully exited multiple deals—including a 3X equity multiple from his first investment. He now shares his journey to help others take purposeful action,...
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Nadav Schnall is the co-founder of , a proptech startup focused on real-time risk mitigation for multifamily and commercial buildings. With a decade of experience at First Service Residential as VP of Luxury Properties and New Development, Nadav saw firsthand the operational challenges that property managers face. His venture addresses those pain points through sensor-based monitoring that’s already helped prevent thousands of potential insurance claims. Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, . Key Takeaways ...
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Dr. Tudor Francu is a Romanian-born anesthesiologist and real estate investor with over 15 years of experience. After immigrating to the U.S. at age 28 and building a successful medical practice, Tudor began investing in real estate—starting with single-family homes before transitioning into multifamily syndications. He has managed 30+ properties, overseen operations on multifamily assets, and now serves as a general partner in large-scale apartment deals. Tudor is the founder of Stellar Multifamily and host of the Stellar Success Podcast. Make sure to download our free guide,...
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Sharon Karaffa is the President of Multifamily Debt and Structured Finance at Newmark. With over two decades of experience, she’s built her career advising on agency lending, capital markets strategy, and multifamily finance. From starting in corporate finance at Fannie Mae to shaping lending strategies during volatile market cycles, Sharon brings a rare lens on long-term trends and real-time insights. She has led teams through critical transitions, including Fannie Mae’s restatement period and the public launch of Newmark’s multifamily platform, giving her a comprehensive view from both...
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In this guest appearance on the Investor Fuel – Real Estate Mastermind podcast, John Casmon shares his journey from working in corporate advertising to building a $150M multifamily portfolio. He opens up about his employer filing bankruptcy during the 2008 financial crisis, house hacking in Chicago, and discovering the power of mentorship and raising capital. With clarity, honesty, and strategic insight, John lays out a realistic roadmap for transitioning from W-2 work to full-time real estate investing—and how mindset and mission can elevate your ability to serve others through...
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This episode features a solo session with John Casmon, where he draws on personal investing experience in markets like Chicago, Cincinnati, Louisville, and San Antonio to share a deep-dive framework for evaluating which markets to invest in, and how to spot the signs of long-term growth. From understanding economic indicators and infrastructure to aligning your personal investing style with neighborhood dynamics, this episode is packed with strategic guidance on identifying the right market — and the right moment — to make your move. Make sure to download our free guide, 7...
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Chris Wise is a Navy veteran, attorney, and founder of Wise Capital—a property technology company focused on upgrading Class C multifamily housing through in-house AI, IoT, and data systems. By combining real estate ownership with smart software development, he’s redefining operations and improving tenant experiences across older multifamily assets. Based in Louisville, Kentucky, Chris brings a unique blend of military discipline, legal expertise, and tech innovation to the multifamily investing space. Make sure to download our free guide, 7 Questions Every Passive Investor...
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Joe Rinderknecht is the founder of Upgrade Partners Capital and Cowboy Capital, a real estate investment firm specializing in acquiring and operating value-add multifamily properties. With deep roots in ranching and a background in construction, Joe brings a hands-on approach to real estate, backed by years of entrepreneurial experience. His journey from working blue-collar jobs to managing complex multifamily assets reflects his drive to create generational wealth and live intentionally. In the past year alone, Joe and his partner Levi have closed on 419 units across several states—all...
info_outlineDerek Dombeck is a seasoned real estate investor, national speaker, and international bestselling author who has navigated the ups and downs of real estate since 2003. Known for his expertise in creative deal structuring, private lending, and relationship-based investing, Derek has completed thousands of transactions while helping investors gain control over their financial futures. Today, he leads Generational Wealth, where he teaches others how to build lasting legacies through intentional business and personal vision.
Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here.
Key Takeaways
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Learn to operate without banks by mastering creative deal structures and private lending.
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Building relationships—not relying on institutions—provides flexibility and resilience in any market.
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Investors must prioritize communication and integrity to maintain trust with lenders and partners.
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Success is rooted in having a clear vision for life first, and building business strategies around that.
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Control and freedom come from understanding “why” you want wealth, not just “how” to achieve it.
Topics
From Losing Everything to Creative Control
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Derek started in the early 2000s with bank financing but lost nearly everything in the 2008 crash.
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Learned to rebuild through creative financing and raising private capital instead of relying on institutions.
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Founded a private lending business averaging 20–25 loans per month, lending over $3 million monthly.
Why Relationships Beat Banks
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Institutional lending is transactional—private lending is relational.
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Investors who communicate transparently with private lenders can work through tough times and maintain trust.
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Reputation and reliability are worth more than a few basis points in interest savings.
Raising Private Capital
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Raised over $25 million by building genuine connections and paying investors before himself.
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Early mistake: not developing a network soon enough.
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Now teaches investors to focus on building long-term trust and a solid track record.
Creating a Vision-Led Life
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Entrepreneurs often trade a 9-to-5 job for a “5-to-9” grind—without defining what they actually want.
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Derek emphasizes creating a written life vision first, then building a business to support it.
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The question isn’t how much money you want, but why you want it—and how it supports the life you envision.
Rethinking Goals and Ownership
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Many chase status symbols (like beach houses or luxury cars) without questioning their purpose.
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Derek explains how experiences can be enjoyed today without waiting decades—like renting a dream home instead of owning it.
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True wealth is freedom to live intentionally, not accumulation of “stuff.”
📢 Announcement: Learn about our Apartment Investing Mastermind here.
Round of Insights
Failure that set Derek up for success: Not building a network early in his career—learning that relationships are the foundation of longevity.
Digital or mobile resource: ChatGPT and GoHighLevel CRM, used together to automate lead management and client communication.
Book recommendation: Pitch Anything and Flip the Script by Oren Klaff.
Daily habit: Quiet time at 5:30 a.m. to reset, reflect, and start each day with focus and calm.
#1 insight for building a strong network: Meet new people daily—whether at events or local REIAs—and prioritize face-to-face relationships.
Next Steps
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Visit DerekDombeck.com to explore resources, podcasts, and his books Next Level Your Life and The Transformational Journey.
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