Henry is the CEO and co-founder of Carta, the platform that began as a cap table tool and has since evolved into what Henry describes as the ERP for private markets.

His path to building private market infrastructure is a masterclass in knowing when to pivot — and when to double down.

Given his product-led approach, I had to dig into Carta’s distinct chapters. Henry shares how he thinks about recognizing inflection points, the aha moment behind the ERP thesis, and what it actually takes to lead a company through multiple reinventions without losing steam.

From there, we turn to Carta’s three-layer network spanning companies, funds, and allocators, the thinking behind its latest acquisitions and how Henry balances build versus buy in a market that is accelerating.

He also shares how AI is reshaping product development at Carta and who he thinks wins and loses in the AI-driven SaaS disruption ahead.

For operators and allocators alike, Henry offers a sharp perspective on where private market tech is maturing, where the real disruption is still to come, and how leadership style shapes hiring, culture, and outcomes at scale.