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In this episode of The Tyler Wagner Show, Tyler Wagner interviews land‑investing veteran Mark Podolsky. Mark recounts his transition from a high‑stress investment‑banking career to full‑time land investing in 2000, sparked by a side‑hustle buying tax‑deed parcels for pennies and flipping them for 300% returns. He explains his repeatable model: targeting distressed owners (often out‑of‑state), applying a 300% margin of safety by offering a quarter of comparable sales, conducting due‑diligence via low‑cost title services, and selling to neighbors or a broad buyer list using online platforms (Craigslist, Facebook Marketplace, land‑focused sites). Mark emphasizes the importance of county and environmental research, budgeting for 5‑7 parcels to achieve cash‑flow leverage, and automating 90% of the business with virtual assistants and custom software, enabling over 6,000 transactions. He discusses his educational products – the 2018 book Dirt Rich and the upcoming Dirt Rich 2: The Plot Thickens – and his free‑shipping funnel, as well as his vision for a peer‑to‑peer lending platform to match capital‑rich investors with skilled land operators. The conversation also covers Mark’s personal routine (breathwork, sauna, cold plunge, themed weekly schedule) and health habits (sleep focus, quitting alcohol). He shares advice on avoiding common mistakes: learning from others, overcoming fear, and maintaining continuous deal flow. Finally, Mark outlines future plans involving AI‑driven tools, additional software, and scaling the community over the next 5‑10 years.

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