Most Physician Investors Make the Wrong Real Estate Bets ft. Dipesh Sitaram

Most Physician Investors Make the Wrong Real Estate Bets ft. Dipesh Sitaram

Author: Joe Fairless September 16, 2026 Duration: 37:24
Ash and Amanda talk to Dipesh Sitaram, he went from oral surgery and TMJ practice to becoming the kind of investor most physicians wish they understood sooner: capitalized, disciplined, and hard to fool. After getting burned in passive deals and development projects, he rebuilt around one core idea, control the whole food chain, or get crushed by it. He breaks down the playbook behind his family office strategy, including why he keeps deals all-equity, why he prefers newer assets over value-add headaches, and how he uses DSTs and private REIT structures to create tax-efficient exits and generational wealth transfer. You’ll hear how he sources all-cash acquisitions, uses institutional-style relationships to move assets, and why his team focuses on healthcare real estate, healthcare-adjacent active adult communities, and limited and full-service hotels. Dipesh Sitaram Founder of Acuere Capital Partners Based in: Austin, Texas Where to find them: https://www.linkedin.com/in/dipeshsitaram https://acuerecapital.com/ For more information, visit https://superhuman.com/. Podcast production done by⁠ ⁠Outlier Audio⁠. Learn more about your ad choices. Visit megaphone.fm/adchoices

Hosted by Joe Fairless, co-founder of Ashcroft Capital, The Best Ever CRE Show is a daily conversation about commercial real estate investment. The podcast’s perspective is rooted in Fairless’s own journey from purchasing single-family homes to overseeing a multi-billion dollar portfolio, offering a practical bridge between foundational concepts and large-scale asset management. Each episode focuses on actionable insights and education, whether you're actively involved in deals or considering passive investment strategies. The discussions are built around building wealth and constructing a legacy through property, featuring interviews with operators, syndicators, and market analysts who share their successes and lessons learned. As the longest-running daily commercial real estate podcast, it serves as a consistent source for timely information and expert analysis, cutting through industry noise to examine market trends, due diligence, and capital strategies. Listening to this podcast means joining a community focused on tangible results, where complex topics are broken down into understandable segments for investors at every stage. The daily format ensures a steady stream of perspectives on everything from multifamily and industrial assets to navigating economic shifts, all aimed at providing the tools needed for informed decision-making in a dynamic market.
Author: Language: English Episodes: 50

The Best Ever CRE Show
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