Work Overview

Ironstone's work connects software, customers, capital and delivery. These selected engagement summaries show the kinds of problems we work on. The detailed case studies are in preparation.

Selected engagements

A software product's first enterprise customer

Case study in preparation.

Software sales leadership for a 1.0 product and its first enterprise customer, a Canadian life insurer. The engagement generated $1M in first-year revenue.

Entering the United States and Canada

Case study in preparation.

Go-to-market execution, proxy general-manager and advisory work for a Hong Kong software company entering the United States and Canada. The work added three customers and more than $2M in annual recurring revenue.

Investment due diligence

Case study in preparation.

Investor due diligence associated with a $65M insurance brokerage transaction. The figure is the transaction value.

Recent work

Current areas of work include AI strategy for legal-operations software, professional services strategy for organization-mapping software, research on frontier AI tools and a program with Teleperformance.

See current focus and previous partnerships

Learning from the work

• Grey Swan Guild: a historical sensemaking case note

• Events and photographs

• About Castiles

Bring us the problem

If your work crosses product, software, capital, trust or market entry, book a conversation or email rob@ironstoneadvisory.com.

If you are exploring an ongoing relationship with Ironstone, read about applying to join the portfolio.