In 2023, Hippo faced what CFO Guy Zeltser describes as perhaps the worst quarter in the insurance company's history. The response was not to chase growth harder. Instead, leadership made a decision …
The New Economics of Revenue | Sam Chung, Chief Customer Officer, Salesforce
How consumption models, AI, and rising complexity are reshaping the CFO mandate Revenue models are becoming more complex—and for finance leaders, the consequences extend well beyond how a company …
The Economics of Removing Friction | Tami Wilson-Ciranna, CFO, Curative
Curative's transformation from pandemic testing to employer health insurance gives Wilson-Ciranna an unusual vantage point on growth, risk and operating finance. She explains why the company committed …
Continue Reading about The Economics of Removing Friction | Tami Wilson-Ciranna, CFO, Curative →
2019: Building a Health Plan Around What People Actually Do | Tami Wilson-Ciranna, CFO, Curative
When Tami Wilson-Ciranna joined Curative in April 2020, the assignment came with what now looks like a spectacularly optimistic assumption: three months. “I met with Fred on a Tuesday and I started …
Why AI Shouldn’t Be Priced by the Token | Ken Stillwell, CFO, Pegasystems
In this episode, Jack is joined by Ken Stillwell, CFO of Pegasystems. Stillwell describes a finance career shaped early by M&A, operating responsibility, and the realization that financial results …
Continue Reading about Why AI Shouldn’t Be Priced by the Token | Ken Stillwell, CFO, Pegasystems →
1218: Why Pegasystems Is Betting on Work, Not Tokens | Ken Stillwell, CFO, Pegasystems
When Pegasystems began building its cloud business, the economics were hardly what investors would expect from a mature software company. Cloud gross margin was below 30%, recalls CFO and COO Ken …





