How I Made $50,000 With No Money Or Credit!
In this episode of the Generations of Wealth podcast, Derek Dombeck sits down with veteran real estate investor Tony Youngs, who shares the story of how he got started in real estate in the 1980s — from buying his first foreclosure with no money or credit to building a career around uncovering “hidden market” deals. Tony emphasizes the power of direct communication, creative deal structuring, and going the extra mile to solve seller problems — even when that means driving a U-Haul across state lines.
Whether you’re a new investor or a seasoned pro, this episode is packed with practical wisdom on how to find deals others miss — and why the human element in real estate is still the most powerful tool.
Raising Private Money Without Banks
In this episode, Derek sits down with Jay Conner to unpack the art of raising private money for real estate without using banks or institutional lenders. Jay shares his journey from depending on traditional financing to mastering private money strategies since 2009. Together, they walk listeners through mindset shifts, finding and educating lenders, and even turning dead leads into funding opportunities.
From Land Deals to Saving Lives – Real Estate with Purpose!
In this inspiring episode, Derek Dombeck welcomes real estate investor and philanthropist Brandon Richards, who shares his 10-year journey through various real estate strategies, including land investing, notes, and creative finance. The conversation dives into not only Brandon’s real estate success but also his impactful nonprofit work in Nigeria and Peru, proving that business can be a vehicle for true purpose.
From Rentals to 10,000 Units with Lane Kawaoka
In this episode, host Derek Dombeck interviews Lane Kawaoka, a former engineer turned real estate syndicator and the creator of the Wealth Elevator framework. Lane shares his journey from purchasing his first rental property while working a demanding job, to building a massive portfolio of over 10,000 multifamily units. He dives into how he transitioned from single-family investing to large-scale syndications, what to look for in deals, and why understanding your stage in the “wealth elevator” is crucial for long-term financial success.
What Happens to Your Home Loan When You Move Out?
In this Podcast Episode 66, Derek Dombeck interviews mortgage expert Kevin Guttman. They explore Kevin’s journey from real estate upbringing to ministry work, and eventually into the mortgage industry. The core of the discussion centers around reverse mortgages—how they work, who they’re for, and why they can be an overlooked but powerful financial tool. The two also dive into market trends, economic outlooks, and how investors can creatively use reverse mortgages to fund deals and generate wealth.
How Rich People Make Their Money Work Harder!
In this powerful episode, Derek Dombeck sits down with Alan Franks — Certified Financial Planner and author of Empowered Money — to dig deep into the financial blind spots most business owners and investors overlook. From early financial education to leveraging debt like the wealthy, Alan breaks down how to build true enterprise value, plan for multi-generational wealth, and use creative strategies for long-term financial freedom. Whether you’re a real estate investor, entrepreneur, or someone serious about financial legacy, this conversation is loaded with value.
Money, Mindset & Empowerment: How Ed Vargo Helps Women Take Control of Their Financial Future
In this powerful episode, Derek Dombeck sits down with Ed Vargo, a seasoned financial planner with over 25 years of experience, who shares how his life’s journey and family shaped his mission: helping women—especially those facing life transitions like divorce or widowhood—gain financial clarity, confidence, and control. They dive into the financial literacy gap, gender-specific money behaviors, and how to create a future where work becomes optional—not necessary.
From Tactical to Transformational: Real Estate, Conferences & Conversations
In this powerhouse episode, real estate mogul and entrepreneur Ashley Wilson joins Derek Dombeck for a candid, unscripted conversation that dives deep into multifamily real estate, the true value of in-person networking, and her mission to bring transparency and innovation to the conference world. Ashley unpacks her journey from clinical research to managing over $160M in real estate assets, co-founding Apartment Addicts, and launching the platform Conference Connect. The discussion also tackles the current multifamily market, negotiation dynamics, personal accountability, and the future of live events. Whether you’re a new investor, a seasoned operator, or someone passionate about personal growth—this episode hits on all cylinders.
Escape the 1031 Trap: Create Freedom with the Deferred Sales Trust
In this insightful episode of the Generations of Wealth Show, host Derek Dombeck welcomes Brett Swarts, founder of Capital Gains Tax Solutions, to challenge the traditional 1031 exchange and unveil a more flexible, investor-friendly strategy: the Deferred Sales Trust (DST). Brett shares how DST empowers investors to defer capital gains taxes, diversify investments, and most importantly—reclaim their time and freedom.
Through powerful stories of clients who exchanged active property management for peace of mind and increased cash flow, Brett makes the case that building wealth should never come at the cost of your family or lifestyle. If you’ve built up significant equity and are looking for a better way out, this episode is your roadmap.
Unlocking Capital & Connections: The Power of Investor Attraction with Yakov Smart
In this episode of the Generations of Wealth Podcast, we sit down with Yakov Smart, a leading expert in investor attraction, to uncover the strategies that help real estate investors and entrepreneurs secure capital, build meaningful connections, and grow their businesses. Yakov shares his proven methods for leveraging LinkedIn and other platforms to attract high-net-worth investors without cold calls or outdated tactics.