Why Your Kids Might Inherit a Mortgage, Not a Home
In this episode of the Generations of Wealth Podcast, Derek talks with David Bacon, Head of Marketing at WellStreet Financial, about a very different way to invest in real estate: housing bonds. David breaks down how everyday investors — accredited or not — can put as little as $10 into a diversified, real-estate-backed portfolio earning 9-10% annually, without ever becoming a landlord.
“We Own Nothing”: The Conversation That Built a Real Estate Empire
Anton left a $250K corporate job after his girlfriend pointed out they “owned nothing,” pushing him into a real estate mastermind and, soon after, wholesaling. His first deal took six months of cold calling and a last-minute $20,000 renegotiation to net just $7,500 — but it taught him negotiation, underwriting, and persistence. A later flip his wife talked him into netted $94,000 and got 1031-exchanged into more properties, snowballing into 16 rental properties today, managed remotely by his wife while Anton splits time between Miami and Medellín, Colombia. Frustrated by how slow lead generation was, Anton built a team of 150 overseas cold callers and turned it into REI Lead Pros, a company that now sources off-market deals for investors while staying carefully compliant with TCPA/do-not-call regulations. The conversation also covers his podcast, Still Building, which focuses on the unfiltered struggles behind entrepreneurship, and closes on Anton’s own current struggle: whether to pursue his dream of building wellness hotels despite warnings from people already in that business.
Don’t Lose Your Principal: 3 Mistakes Killing Real Estate Deals
Paul Shannon joins Derek Dombeck to discuss his journey from medical device sales into full-time real estate investing and multifamily operations.
Paul shares how he built his investor network, raised capital outside of the traditional friends-and-family approach, and developed his philosophy around protecting investors’ capital. The conversation dives into investor trust, communication, risk management, market cycles, institutional capital, floating-rate debt, and why every real estate deal needs multiple exit strategies.
Paul also discusses his experience as both a General Partner and Limited Partner, along with his book, Both Sides of the Table
Cowboy Capital: Raising Millions From Ranchers, Farmers & Blue-Collar Millionaires
In this episode of the Generations of Wealth Podcast, Derek sits down with Joe Rinderknecht, co-founder of Cowboy Capital, a multifamily investment firm targeting ranchers, farmers, and blue-collar investors across Montana, Idaho, and Utah. Joe shares how the work ethic and values he learned growing up on his grandfather’s cattle ranch — combined with years of hands-on construction experience — became the foundation for a multifamily portfolio that has grown to over 400 units in just the last two years.
The Psychology of Wealth: Avoiding the Mistakes That Destroy Fortunes
In this episode of the Generations of Wealth Podcast, Derek sits down with wealth advisor Jonathan Blau, a seasoned financial planner with decades of experience helping affluent families grow and preserve wealth.
Rather than focusing on picking investments, Jonathan explains why behavior — not intelligence — is the biggest driver of financial success or failure. The conversation dives into behavioral finance, investor psychology, inflation risk, volatility myths, generational wealth, and why many investors sabotage themselves without realizing it.
Jonathan challenges traditional industry thinking, offering a fresh perspective on risk, forecasting, emotional decision-making, and long-term investing.
This episode is less about tactics — and more about mastering the mindset required to build lasting wealth.
Mastering Passive Wealth: How to Invest Like Institutions with Pascal Wagner
Derek and Pascal explore the world of passive investing, due diligence, long-term wealth strategy, and how everyday investors can model the same approach that major institutions use. Pascal explains how he vetted deals across 23+ investments, the role of understanding inevitabilities, and how his unique experience in venture capital shaped his investment philosophy. They also dive into macro trends affecting real estate, from industrial growth and medical facilities to low-income housing and why Airbnb might be a dangerous play.
How to Turn a W-2 Into 100 Doors: From Nursing to Multifamily & Assisted Living
Savannah Arroyo shares how she parlayed a nursing career into a scalable real-estate portfolio by tapping home equity, moving quickly from single-family to multifamily, and raising capital through relationship-driven 506(b) syndications. She walks through underwriting in uncertain markets, investor communications, deal structures (including no-pref splits), and why she’s expanding into assisted living where her healthcare operations background is a unique advantage.