1070: From Finance Leader to Entreprenuer: A CFO’s Journey to the CEO Office | Damon Fletcher, CEO, Caliper

1070: From Finance Leader to Entreprenuer: A CFO’s Journey to the CEO Office | Damon Fletcher, CEO, Caliper

Like many seasoned finance executives, Damon Fletcher saw Snowflake as a game-changer in cloud-based data management. While a senior finance executive at Tableau, he championed its adoption, recognizing its ability to scale analytics and streamline enterprise data operations. But he also discovered a challenge familiar to many finance leaders—the hidden costs that come with cloud consumption-based pricing.

At Tableau, Fletcher tells us, the company’s Snowflake costs grew exponentially, mirroring a broader trend in tech where companies struggle to control cloud spend. This realization led Fletcher beyond the CFO office. In 2023, he co-founded Caliper, a company dedicated to bringing greater cost transparency and AI-powered efficiency to cloud spending.

Fletcher tells us that AI is central to Caliper’s approach. The platform leverages machine learning forecasting to predict cloud usage trends and generative AI to surface actionable cost-saving recommendations. Unlike traditional cloud cost tools, Caliper provides deep insights across Snowflake, AWS, and Datadog, allowing finance and DevOps teams to pinpoint inefficiencies in real time.

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Episoder(1196)

1197: The CFO Who Learned Finance by Owning Sales | Sinohe Terrero, CFO, Envoy

1197: The CFO Who Learned Finance by Owning Sales | Sinohe Terrero, CFO, Envoy

Sinohe Terrero still remembers the timing. He joined Envoy in January, only to see the workplace transformed just two months later as offices around the world shut down because of COVID. The company h...

5 Jul 45min

Inside the IPO: Three CFOs, Three Perspectives

Inside the IPO: Three CFOs, Three Perspectives

Taking a Company Public: What CFOs KnowWhat does it really take to prepare a company for life as a public company?In this special CFO Thought Leader compilation, we revisit three conversations with fi...

1 Jul 59min

1196: Your Next Finance Hire Should Think Like a Founder | Martino Cadoni, CFO, DeepL

1196: Your Next Finance Hire Should Think Like a Founder | Martino Cadoni, CFO, DeepL

When Martino Cadoni joined DeepL, he arrived with an unusual perspective—he already knew the company’s product firsthand. Earlier in his career at Klarna, he had helped introduce DeepL as a translatio...

28 Jun 52min

1195: When Finance is at the Center of the AI Code Revolution | Jean Compeau, CFO, Sonar

1195: When Finance is at the Center of the AI Code Revolution | Jean Compeau, CFO, Sonar

When Jean Compeau joined Sonar as CFO in March 2025, AI coding was not yet dominating industry conversations. By the summer and fall that followed, however, the landscape had shifted dramatically. Tod...

24 Jun 47min

1194: Why Curiosity Creates Better Finance Leaders | Stacey Jenkins, CFO, Aerotek

1194: Why Curiosity Creates Better Finance Leaders | Stacey Jenkins, CFO, Aerotek

Each day, Stacey Jenkins watches a different set of indicators than the quarterly financial results that eventually appear on a report. Candidate applications, recruiter activity, and other throughput...

21 Jun 41min

1193: Building Finance Functions That Shape Outcomes | Jesse Waldron, CFO, Thyme Care

1193: Building Finance Functions That Shape Outcomes | Jesse Waldron, CFO, Thyme Care

When Jesse Waldron describes Thyme Care’s work, he begins with the patient experience. Cancer patients, he explains, are often thrust into a healthcare system that can feel overwhelming both financial...

17 Jun 49min

1192: Building Through Disruption | Christina Spade, CFO, Catalant

1192: Building Through Disruption | Christina Spade, CFO, Catalant

Five weeks into her role as CFO of Catalant, Christina Spade is helping guide a company that she believes is positioned for a different era of consulting.Catalant was founded out of Harvard Business S...

14 Jun 51min

1191: From Complexity to Clarity: Building Operational Maturity | David Forlizzi, CFO, Salsify

1191: From Complexity to Clarity: Building Operational Maturity | David Forlizzi, CFO, Salsify

When David Forlizzi describes Salsify, he begins with a simple observation: “We all use it every day.” Unlike some of the highly technical software businesses where he previously spent his career, Sal...

10 Jun 38min

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