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Real Estate Investor PodcastAuthor: Gary Lipsky
The Real Estate Investor Podcast, powered by Break of Day Capital, brings you in-depth conversations with the top minds in real estate investing. Each episode uncovers proven strategies and lessons learned across multifamily, commercial, and other alternative asset classes. Whether youre a seasoned investor or just starting out, youll gain practical tools and real-world wisdom to help you invest smarter, avoid pitfalls, and build long-term wealth through passive income. Language: en-us Genres: Business, Investing, Management Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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Your Investment North Star with Matt King
Episode 272
Friday, 11 September, 2026
What keeps a compelling opportunity from pulling you off course? In this episode of the Real Estate Investor Podcast, host Gary Lipsky welcomes back Matt King, CEO of GoBundance and leader of DRO Investments, for a session recorded at the 2026 Virtual Invest Smart Summit. Matt shares a practical framework for defining a family investment thesis, evaluating risk more intentionally, and making disciplined decisions about where capital does and does not belong. They also explore using artificial intelligence as a thinking partner, teaching the next generation to invest, and balancing long-term conviction with changing market conditions. Tune in to find your investment north star and approach the next opportunity with a clearer lens.Key Points From This Episode:Learn why a clear investment thesis separates disciplined investors from reactive ones.Discover how defining your investment goals brings greater intention to every decision.Find out how to reframe risk as a lack of knowledge or as a calculated bet.Steps to build a clear investment thesis and how to apply it to every deal.Explore why sophisticated family offices are slow to say yes.Hear how theRide aims to raise $1 million for overlooked communities. The role of AI tools and why effective prompt engineering is essential.Explore how to teach and explain investing through guided practice.Consider what it takes to become a disciplined investor and build generational wealth.Understand how conviction can coexist with a flexible risk appetite.Find out how Matt keeps up to date on the latest investment news and trends.He provides a review of IRR, MOIC, liquidity, and other metrics for returns.Links Mentioned in Today’s Episode:Matt King on LinkedInMatt KingGoBundancetheRideInvest Smart SummitAll-In PodcastEpisode 213: Living a Life of Abundance with Matt KingRich Dad Poor DadThe Richest Man in BabylonAsset Management Mastery Facebook Group Invest SmartBreak of Day Capital Break of Day Capital InstagramBreak of Day Capital YouTubeGary Lipsky on LinkedIn🙏 Special thanks to our sponsor, Bromley Palamountain of Northwestern Mutual — helping professionals and business owners build financial plans that support long-term freedom. To book your complimentary consultation, click the link.
