The Short Term Show

The Biggest Due Diligence Mistakes Killing Your Deals with Ari Rastegar

April 8, 2026·35 min
Episode Description from the Publisher

On this week’s episode, Avery is joined by Ari Rastagar. Ari shares how he built a multibillion-dollar real estate firm starting with just $3,500 and explains why real estate is far more operationally complex than most beginners expect. He dives into the importance of risk management, due diligence, and local market expertise, highlighting common mistakes investors make—especially when relying too heavily on spreadsheets instead of real-world context. The conversation also explores why short term rentals require an intense focus on customer experience and operations, and how scaling systems and processes is key to long-term success. How to connect with Ari: Website: https://rastegarcapital.com/ LinkedIn: https://www.linkedin.com/in/arirastegar/ Instagram: https://www.instagram.com/rastegar TikTok: https://www.tiktok.com/@arirastegar How to connect with Avery: The Short Term Shop - https://theshorttermshop.com/ Short Term Shop Plus - stsplus.com Follow us on Instagram  Follow us on TikTok Join the Short Term Shop Facebook group Check out the Short Term Shop on YouTube   For more information on how to get into short term rentals, read Avery’s books: Smarter Short Term Rentals - Buy it on Amazon Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

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