During post-COVID uncertainty, David Obstler spotted early signs of customer optimization and reprioritized Datadog’s investments. By pulling back selectively while sustaining rapid investment in key areas, he preserved profitability, avoided layoffs, and strengthened the company’s ability to reaccelerate growth—building long-term resilience without compromising culture. Now Watch the Complete Episode Featuring CFO David Obstler David Obstler […]
1130: Building Resilient Finance in Uncertain Times | David Obstler, CFO, Datadog
When David Obstler joined Datadog in 2018, the company’s co-founders had already built momentum with a product that observed modern cloud workloads. What struck Obstler was the alignment with a powerful long-term trend—the shift from legacy, on-premise systems to modern cloud applications. “It was a product that had a lot of product market fit in…
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Culture, Strategy, And AI Converge | Jay Peir, CFO, Pigment
Jay Peir’s Finance Strategic Moment revealed how CFOs shape culture as much as strategy. Inspired by Tableau’s CFO Tom Walker, he embraced rituals that united teams and reinforced the mindset: “You either sell the product or build the product,” guiding his own leadership at Pigment toward cultural impact. Now Watch the Complete Episode Featuring CFO […]
1125: Finance Lessons in the AI Era | Jay Peir, CFO, Pigment
At 30, Jay Peir stepped into the CFO role at SunPower, a high-efficiency solar cell manufacturer. The appointment came after leading M&A and venture investments at Cypress Semiconductor, where SunPower was the largest portfolio company. “I had my first CFO experience at the age of 30,” Peir tells us, recalling how corporate development responsibilities opened…
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Why the AI Revolution Won’t Look Like the Cloud | Eric Brown, CFO, Cohesity
Facing an existential crisis at MicroStrategy, Eric Brown led a massive restructuring—cutting two-thirds of staff and shifting operating margins from -40% to +30% in under three years. Market cap rebounded from $55M to over $1B, proving that decisive, sweeping change can revive a company against impossible odds. Now Watch the Complete Episode Featuring CFO Eric […]
1120: Navigating Growth, Crisis, and the AI Revolution | Eric Brown, CFO, Cohesity
Eric Brown vividly recalls his trial by fire at MicroStrategy. Joining a subsidiary, he expected to help deploy hundreds of millions from a planned secondary raise. Instead, “the parent company had a restatement…raised zero,” he tells us. Elevated to CFO, he faced layoffs of two-thirds of staff and operating margins at -40%. Over three years,…
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