The AI Edge Podcast: CRE & AI

Underwriting as a Service, The Missing Link in Commercial Leasing Ops


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Most landlords spend big money finding tenants, but almost nothing on “greasing the wheels” once the LOI is signed. Josh Feinberg, CEO and Co-Founder of Otso, breaks down how institutional owners are cutting underwriting time from weeks to days, reducing defaults, and making tenant financial diligence faster, cleaner, and more secure.

Episode Description
Commercial real estate leasing still runs on slow, risky workflows, emailed tax returns, messy PDFs, and manual review that drags deals out for weeks. In this episode of The AI Edge Podcast, Louis Fernandes sits down with Josh Feinberg, CEO and Co-Founder of Otso, an AI powered underwriting as a service platform helping landlords make better tenant decisions, faster.

Josh spent over a decade as a broker, owner, and investor with more than $1B in transaction experience before building the platform he wished existed as an operator. We dig into why “credit” is the leg most landlords don’t truly have nailed, how Otso modernizes tenant financial collection and compliance, and why the real win is not just speed, it’s fewer defaults and stronger asset value.

What you’ll learn in this episode:

  • Why tenant screening is broken for retail, office, and industrial leasing
  • The real bottleneck after the LOI, and how it kills deals
  • How Otso helps move deals from prospect to profit in days, not weeks
  • Where AI actually belongs in underwriting workflows, and where humans must stay involved
  • Why SOC 2, “do not train, do not cache,” and cold storage matter for tenant PII
  • What institutional owners should ask vendors about security and AI use

Today’s guest sits at the intersection of commercial real estate and practical AI. Josh Feinberg is the CEO and Co-Founder of Otso, an AI powered underwriting as a service platform that helps institutional owners and leasing teams execute better tenant financial due diligence, close leases faster, and protect asset value.

Before building Otso, Josh spent more than a decade as a commercial broker, owner, and investor with over one billion dollars in transactions, so he has lived the pain of slow tenant screening, messy diligence, and risk decisions made with incomplete data.

In this conversation we talk leasing operations, why credit is still the broken leg in underwriting, what modern tenant diligence should look like, and how AI can speed up decisions without compromising security.

Josh, welcome to the show.

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The AI Edge Podcast: CRE & AIBy The AI Edge Podcast