kenny sandon

proprise (yc s23) · 2024–2026

landing enterprise accounts

80% of enterprise pilots converted into annual contracts, including the company's largest at $60K a year. Average contract value grew from $6K to $22K.

Enterprise accounts started as pilots. The close came from usage reviews, our version of the QBR, recurring conversations that turned a team's underwriting volume into analyst hours saved, against baselines the customer gave us in discovery.

Public Storage came in through a conference relationship. When they showed real interest, we flew down the next day and demoed in person for their CFO. The pilot signed about a month later and became the company's largest contract.

  • 80% of pilots converted: Public Storage, Ventas, JRK, Volta Global
  • Typical account: $8.4K pilot to a $20K annual contract
  • Public Storage grew from one team to two, development then acquisitions: a dozen users, $60K a year
  • Cleared enterprise technical diligence alongside the CTO in a single call
  • Planned every conference booth PropRise exhibited, including SSA and CRETech