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.
How to Survive (and Profit From) the Next Market Downturn
In this episode of the Generations of Wealth Podcast, Derek sits down with Brandon Rickman, an experienced real estate investor with more than two decades in the business and over 500 successful house flips, to discuss what it really takes to survive—and thrive—through changing market cycles.
Brandon shares how he and his wife built a real estate business from the ground up, navigating market crashes, funding challenges, development losses, and business pivots. Together, they explore flipping, wholesaling, private lending, self-storage, masterminds, company culture, and why long-term wealth comes from adapting instead of standing still.
Turnkey Investing vs Traditional Real Estate | What Actually Works
In this episode of the Generations of Wealth Podcast, Derek sits down with Zach Lemaster, founder of Rent to Retirement, to discuss how turnkey real estate investing has evolved and why new construction is becoming an increasingly attractive strategy for long-term investors.
Zach shares his journey from serving as an Air Force Captain and practicing optometry to building one of the nation’s largest turnkey investment companies. Together, they explore market selection, passive investing, new construction versus rehabs, financing strategies, and why successful investing starts with understanding your long-term goals—not simply buying properties close to home.
Subject-To Deals Keep Failing—Here’s the Real Problem
In this episode of the Generations of Wealth Podcast, Derek sits down with Caleb Christopher, creative finance expert, consultant, and owner of Creative Title, to dive into one of the most misunderstood areas of real estate investing—creative finance.
Together, they unpack subject-to transactions, wraparound mortgages, land trusts, contract-for-deed agreements, lease options, title insurance, due-on-sale clauses, and why having the right title company can make or break a deal.
Whether you’re new to creative finance or have years of experience, this conversation is packed with practical knowledge that can help investors structure deals more safely, legally, and ethically.
The Marketing Strategies Every Real Estate Investor Should Be Using
In this episode of the Generations of Wealth Podcast, Derek sits down with Jason Wright, founder of Intentionally Inspirational, digital marketing strategist, and AI enthusiast, to discuss what actually works when it comes to marketing, raising private capital, and building meaningful relationships online.
Jason shares his entrepreneurial journey from leaving the traditional 9-to-5 world to building a successful digital marketing business. Together, Derek and Jason explore AI, lead generation, Go High Level, YouTube, email marketing, newsletters, Facebook advertising, and why relationships—not flashy marketing—are still the key to raising private capital.
Whether you’re a real estate investor, entrepreneur, or business owner, this episode is packed with actionable marketing strategies you can begin implementing immediately
The Multifamily Market Reality: Why Most Operators Are Failing
In this episode of the Generations of Wealth Podcast, Derek sits down with Lee Yoder, a former physical therapist who left the corporate world to build a thriving multifamily real estate business.
Lee shares how he transitioned from healthcare into real estate, scaling from his first flip to nearly 900 apartment units across Ohio and Indiana. Along the way, he discusses partnerships, syndications, market cycles, financing strategies, and why long-term thinking is the foundation of successful investing.
Whether you’re just getting started or already investing in multifamily properties, this episode offers practical insights into growing a business while keeping faith and family at the center of the journey.
The AI Investing Trap Most Retail Investors Fall Into
In this episode of the Generations of Wealth Podcast, Derek sits down with Todd Heitner, founder of Done Deal Websites, to discuss the evolution of real estate investor websites, lead generation, automation, AI, and marketing systems.
With over 20 years of experience helping more than 2,000 real estate investors build their online presence, Todd shares practical strategies for creating websites that not only look professional but actually generate leads and convert prospects into clients.
Whether you’re focused on single-family investing, multifamily syndications, private capital raising, or motivated seller marketing, this episode provides valuable insight into the systems that support successful real estate businesses.
The Biggest Marketing Mistake Real Estate Investors Make
In this episode of the Generations of Wealth Podcast, Derek sits down with Todd Heitner, founder of Done Deal Websites, to discuss the evolution of real estate investor websites, lead generation, automation, AI, and marketing systems.
With over 20 years of experience helping more than 2,000 real estate investors build their online presence, Todd shares practical strategies for creating websites that not only look professional but actually generate leads and convert prospects into clients.
Whether you’re focused on single-family investing, multifamily syndications, private capital raising, or motivated seller marketing, this episode provides valuable insight into the systems that support successful real estate businesses.
Tax Deed Investing: How to Find Hidden Off-Market Deals
In this episode of the Generations of Wealth Podcast, Derek sits down with John Bonillas, a real estate investor, contractor, and tax deed specialist from San Antonio, Texas.
John shares how he transitioned from coaching, teaching, and the fitness industry into real estate investing through tax delinquent foreclosure auctions. He breaks down the process of finding tax deed opportunities, researching properties, understanding redemption periods, avoiding costly mistakes, and identifying areas poised for future growth.
This episode is packed with practical insights for investors looking to find off-market opportunities, purchase properties below market value, and create more freedom through real estate investing.