What's Rarely Measured Matters Most

CFO

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 bills its customers. As businesses combine subscriptions, consumption-based pricing, and other models, CFOs face new questions around predictability, visibility, cash flow, and the infrastructure needed to…
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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 roughly $500 million to its insurance launch and how its zero-deductible, zero-copay model is designed to remove barriers that can discourage people from seeking preventive care or taking […]

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 are ultimately reflections of what is happening inside the business. His prescription for becoming a more strategic CFO is practical: spend time with customers, sales teams, […]

When Focus Raises the Execution Bar | Brittany Cerwin, CFO, Middleby

In this episode, Jack is joined by Brittany Cerwin, CFO of Middleby. After years operating across commercial foodservice, food processing, and residential kitchen equipment, Middleby has reshaped its portfolio around its commercial business. Cerwin explains why that focus creates a clearer capital allocation story—and places greater attention on execution. The discussion moves inside Middleby’s growth […]

1190: Fixing What Growth Tries to Hide | Jaylene Kunze, LegitScript

When Jaylene Kunze was asked to help rebuild a struggling subsidiary in the United Kingdom, she packed up her family and moved overseas with her nine-month-old daughter. The assignment was one more example of the type of challenge that would come to define her career. Rather than following a traditional finance path, Kunze gravitated toward…
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1189: Why Finance Should Lead with “Yes, And” | Bruno Annicq, CFO, Wellhub

A conversation from years earlier still stands out to Bruno Annicq. While working at AOL, he was supporting business leaders and helping tell the story of the business through data and analytics. Then a senior executive, Holly Hess, approached him with an unexpected suggestion: Why not become the CFO of AOL’s platforms business? Annicq’s reaction…
Listen to the Episode Below (0:50:44)
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1188: Testing Assumptions Before Burning Capital | Kevin Hettrich, CFO, QuantumScape

Kevin Hettrich walked into a conference room with a whiteboard full of numbers and a problem no one had fully articulated. QuantumScape’s leadership team was discussing how to scale an expensive R&D tool used to produce early battery materials. Hettrich had spent two weeks gathering data, talking with engineers, and analyzing manufacturing economics. Then he…
Listen to the Episode Below (0:55:02)
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1187: Pattern Recognition: How CFOs See Around Corners | Alex Chun, CFO, NEOGOV

Alex Chun already knew the management team at NEOGOV long before he became its CFO. As an investor at Warburg Pincus, he spent more than four years “in the trenches” with NEOGOV’s leadership team, flying to Los Angeles to work through operational challenges alongside them, Chun tells us. His path to finance leadership did not…
Listen to the Episode Below (0:43:21)
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1179: Why Trust Can Outperform Price | Thomas Baumgartner, CFO, voestalpine Metsec

As a child in Austria, Thomas Baumgartner bundled unwanted toys into mystery bags and sold them to classmates. Buyers could not see what was inside—they simply paid and took their chances. He cleared out old toys and earned spending money, he tells us. The story is lighthearted, but it reveals something enduring: an instinct to…
Listen to the Episode Below (0:53:01)
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1178: From Numbers to Narrative: Seeing the Business End-to-End | David Larson, CFO, Feedzai

David Larson still recalls the moment he challenged conventional thinking inside Thomson Reuters. A shared services team in Hyderabad, long viewed as transactional, held untapped potential. Rather than accept the status quo, Larson pushed to integrate the team into the broader finance function—despite resistance tied to time zones and skepticism. The effort required planning, persuasion,…
Listen to the Episode Below (0:54:46)
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1177: Navigating an Acquisition at the Edge of Change | Tom DiDesidero, CFO, SmartRecruiters

Tom DiDesidero describes a period when SmartRecruiters was actively taking customers from a much larger competitor. It wasn’t just momentum—it was proof. “We were stealing a lot of their customers,” DiDesidero tells us, describing how that traction became a defining signal of value. At the same time, SmartRecruiters was moving quickly on a new front.…
Listen to the Episode Below (0:46:59)
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Finance Guardrails For Smarter Growth | Blake Grayson, CFO, Docusign

Early in his tenure at Docusign, CFO Blake Grayson identified lingering inefficiencies and moved quickly to act. By making difficult decisions within his first 90 days, he stabilized operations, reset cost discipline, and positioned the business for growth—reinforcing his belief that speed in tough moments preserves momentum and clarity. Now Watch Our Complete Episode Featuring […]