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Most real estate sponsors make the same fatal mistake when pitching investors. They only talk about the upside. But according to acquisitions and capital markets expert *Eitan Holder*, the fastest way to lose investor trust is pretending there’s no downside. In this episode of *The AI Edge Podcast*, Louis Fernandes sits down with Eitan Holder to break down the real mindset behind winning deals, raising capital, and underwriting commercial real estate with conviction. Most sponsors focus on selling the upside. The best operators earn trust by being honest about the risks. In this episode of *The AI Edge Podcast*, Louis Fernandes speaks with *Eitan Holder*, a commercial real estate acquisitions and capital markets operator responsible for sourcing deals, raising capital, and managing assets across retail and industrial properties in major U.S. markets. Eitan recently helped close *Lakeshore Plaza in West Palm Beach*, and in this conversation he breaks down what actually separates operators who win deals from those who simply analyze them. This discussion covers underwriting discipline, certainty of close, investor psychology, and how AI may reshape acquisitions over the next few years. Key topics include: • The mindset required to win competitive deals • How conviction shows up in negotiations with sellers • Why sophisticated LP investors care most about track record • The biggest mistakes sponsors make when presenting deals • Why retail visibility doesn’t always equal customers • How underwriting discipline creates certainty of close • The role AI may play in acquisitions and deal analytics If you’re a commercial real estate operator, investor, or capital allocator, this episode offers a rare look at how disciplined dealmakers actually think. ---------------------------------------- About the Guest Eitan Holder is a commercial real estate acquisitions and capital markets professional focused on sourcing deals, raising investor capital, and supervising asset management across retail and industrial assets in major U.S. markets. He recently helped close *Lakeshore Plaza in West Palm Beach*, and specializes in connecting institutional-quality opportunities with investor capital while applying deep underwriting discipline and market analysis. Eitan is known for his operator-first perspective on acquisitions, conviction in deal structuring, and transparency with investors around both upside and risk. Connect with Eitan Holder on LinkedIn. / eitan-holder