$100 Million Guidewire Sale-Leaseback

Investor Profile

Strengthening Surplus During a Multi-State System Transformation

An Ohio-based company operating across six eastern states implemented a company-wide Guidewire software platform, unifying operations for the first time across all locations. However, the rollout coincided with significant cost overruns, natural disaster impacts, and rising inflation—putting pressure on the company’s surplus.

Commercial Funding Partners structured a $100 million, 60-month sale-leaseback, providing immediate liquidity and a flexible payment structure to stabilize the business during a critical transition.

The Challenge

The company faced a convergence of financial and operational pressures at a pivotal moment.

While executing a large-scale technology transformation, the business encountered unexpected cost increases and external disruptions that strained capital reserves. Maintaining surplus levels while completing the system rollout became a top priority.

Key challenges included:

  • Significant cost overruns tied to system implementation
  • Financial strain from extreme natural disasters
  • Inflation is increasing overall project costs
  • Need to preserve and strengthen surplus levels
  • Ongoing commitment to clients during a complex transition

The CFP and Jay Gleason Solution

Commercial Funding Partners designed a highly customized $100 million sale-leaseback structure to provide immediate capital relief while maintaining long-term flexibility.

The 60-month lease included:

This structure allowed the client to stabilize financially while continuing its system-wide implementation.

Recent Project - $100 Million Guidewire Sale-Leaseback

The Result

With the financing in place, the company successfully navigated a complex financial environment while completing its technology transformation.

Results included:

Why This Transaction Stands Out

Large-scale transformations often require equally sophisticated financing.

When companies face simultaneous operational upgrades and external financial pressure, traditional structures may not provide enough flexibility. This transaction highlights how customized sale-leasebacks can deliver liquidity, preserve capital, and support long-term strategic initiatives.

Need Flexible Capital for Large-Scale Projects?

Commercial Funding Partners structures complex financing solutions for enterprise-level transactions, technology investments, and situations where flexibility is critical.