Are You Making This Big Real Estate Mistake?
Shawn Moore recounts his journey from making big money early in real estate, to losing everything in 2009 when the high-end resort development he worked on collapsed after a federal indictment. That moment forced him to rebuild with humility — starting from selling houses, working with investors, then re-entering development and eventually finding long-term success in short-term rentals.
Shawn opens up about infertility struggles, the emotional toll it took, and how becoming a father changed his definition of “legacy.” The episode also digs into the reality of the STR market: why the COVID boom misled new investors, how supply/demand has shifted, why most properties underperform, and why the future belongs to investors who understand hospitality, experience, and proper underwriting.
The conversation ends with deep insights on creative finance, rebuilding after hardship, and living a life built on purpose, resilience, and responsibility.
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.