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CFO THOUGHT LEADER

CFO THOUGHT LEADER

The Future of Finance is Listening 1187 Episodes Oct 14, 2026

CFO THOUGHT LEADER is a podcast featuring firsthand accounts of finance leaders who are driving change within their organizations. It shares the career journey of spotlighted CFO guests, discussing their struggles, perseverance, and what makes them successful. The podcast aims to inspire finance professionals to take a leadership leap by learning from the successes and failures of others.

Episodes

1221: Rebuilding Bread Financial’s Capital Foundation—And What It Made Possible | Perry Beberman, CFO, Bread Financial
1221: Rebuilding Bread Financial’s Capital Foundation—And What It Made Possible | Perry Beberman, CFO, Bread Financial Oct 14, 2026 48:01 When Perry Beberman arrived at what is now Bread Financial, the company had a balance sheet problem. It was carrying too much leverage, had insufficient capital, and needed a more disciplined approach to funding its lending business. For a finance executive who had spent decades navigating consumer credit cycles, the assignment was familiar territory. The scale of the transformation, however, woul
1220: At Hippo, Growth and Risk Work Together | Guy Zeltser, CFO, Hippo Insurance
1220: At Hippo, Growth and Risk Work Together | Guy Zeltser, CFO, Hippo Insurance Oct 11, 2026 47:00 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 that would have seemed counterintuitive during the company’s earlier expansion: shrink part of the business.Between 2023 and 2024, homeowners insurance premiums declined approximately 30% as Hippo recal
The New Economics of Revenue | Sam Chung, Chief Customer Officer, Salesforce
The New Economics of Revenue | Sam Chung, Chief Customer Officer, Salesforce Oct 7, 2026 50:19 How consumption models, AI, and rising complexity are reshaping the CFO mandateRevenue 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
2019: Building a Health Plan Around What People Actually Do | Tami Wilson-Ciranna. CFO, Curative
2019: Building a Health Plan Around What People Actually Do | Tami Wilson-Ciranna. CFO, Curative Oct 4, 2026 48:20 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 on Thursday,” she recalls. Curative was helping respond to COVID-19, and Wilson-Ciranna—who had retired and become bored—figured she would help with the pandemic. Three months became three years. Curativ
1218: Why Pegasystems Is Betting on Work, Not Tokens | Ken Stillwell, CFO, Pegasystems
1218: Why Pegasystems Is Betting on Work, Not Tokens | Ken Stillwell, CFO, Pegasystems Sep 30, 2026 48:45 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 Stillwell. The destination was roughly 80%. Getting there, however, required accepting that the path would not be straight.At one point, Pega deliberately stepped backward on margin to make investments ne
2017: A Sharper Portfolio, A Clearer Capital Story | Brittany Cerwin, CFO, Middleby Corporation
2017: A Sharper Portfolio, A Clearer Capital Story | Brittany Cerwin, CFO, Middleby Corporation Sep 27, 2026 41:25 For years, Middleby executives arriving at investor conferences faced a storytelling problem: 30 minutes wasn’t much time to explain three different businesses, each with its own brands, markets, investments, and stage of development.Today, CFO Brittany Cerwin has a different story to tell.Over the past 18 months, Middleby separated its food-processing business into a standalone public company and
People and Places: The Geography of a CFO Career
People and Places: The Geography of a CFO Career Sep 23, 2026 37:29 CFO careers are often described through titles, companies, and accomplishments. But another force can quietly shape the journey: place.In this themed episode of CFO Thought Leader, five finance leaders reveal how geography influenced the opportunities they encountered, the relationships they built, and the choices they made.Mike Brower explains how Wyoming’s close-knit business community allowed r
2016: Building the Operating System for Agentic Automation | Ryan Roccon, CFO, Zapier
2016: Building the Operating System for Agentic Automation | Ryan Roccon, CFO, Zapier Sep 20, 2026 49:03 At Zapier, the rise of AI is changing more than the automation products customers build. It is reshaping how the company organizes, invests, prices its offerings, and thinks about its next stage of growth.COO and CFO Ryan Roccon describes Zapier’s emerging role as the place where AI-built work actually runs. As tools such as Claude, Cursor, and ChatGPT make it increasingly easy to build applicatio
When AI Changes the EPM Decision | David Den Boer, CEO, Column5 Consulting
When AI Changes the EPM Decision | David Den Boer, CEO, Column5 Consulting Sep 18, 2026 28:10 AI is rapidly changing not only what finance technology can do, but how CFOs should think about the technology stack itself.In this bonus episode of CFO Thought Leader, David Den Boer, CEO of Column Five and Darwin Analytics, joins Jack Sweeney to explore how AI is reshaping enterprise performance management—and why finance leaders may need to rethink long-held assumptions about EPM platforms, dat
1215: Building Finance for the Long Game | Jessica Somers, CFO, Aledade
1215: Building Finance for the Long Game | Jessica Somers, CFO, Aledade Sep 16, 2026 49:42 At Aledade, CFO Jessica Somers is helping finance navigate a business where investment decisions can take years to fully reveal their value.The technology-driven, physician-led company works with more than 3,000 primary care practices and touches more than 3.6 million patients, using data and technology to support proactive, preventive care. Its value-based model also creates an unusual finance ch
1214: The CFO Checklist Keeps Growing | Jack Gordon, CFO, Harri
1214: The CFO Checklist Keeps Growing | Jack Gordon, CFO, Harri Sep 13, 2026 56:46 For Jack Gordon, the CFO role at Harri increasingly extends beyond finance—and into the mechanics of how an AI-powered business scales.Harri, a workforce operating system focused on hospitality, has evolved from a point solution into a broader platform spanning talent acquisition, workforce management, and employee engagement. Gordon says the company’s opportunity rests partly on years of data acc
1213: When Constructive Tension Yields Sharper Decisions | Martin Uhrik, CFO, Third Bridge
1213: When Constructive Tension Yields Sharper Decisions | Martin Uhrik, CFO, Third Bridge Sep 9, 2026 54:11 When Martin Uhrik compared the margins of two visual-effects brands at Technicolor, one appeared far more profitable than the other. Uhrik tells us the reported difference prompted him to investigate. One brand showed project results only to the direct-margin level, rather than revealing fully absorbed profitability.Uhrik says he asked the business-unit CEO why the company was not showing creative

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