Drew Laxton explains how clearly communicating strategy to sales teams—especially around setting a minimum deal size aligned with the company’s ICP—helped improve performance and morale. By grounding decisions in product fit and disciplined planning, finance drove positive quarterly results and strengthened company-wide confidence. Now Watch our Complete Episode Featuring CFO Drew Laxton of Outreach In […]
1154: When Finance Becomes the Company’s Storyteller | Drew Laxton, CFO, Outreach
When Drew Laxton looks back on the past year at Outreach, one moment stands out—not a transaction, but a plan. The company set its annual targets, executed against them, and then exceeded expectations. “When you see green numbers at every quarterly all-hands,” Laxton tells us, “it’s amazing how that little bit of momentum just builds…
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1140: The EQ Playbook for Post-Merger Reality | Niels Boon, CFO, Cint
The moment that stayed with him began at a marketplace where sales dashboards showed 40% gross margin—yet finance closed the books at 20%, Boon tells us. The gap, he discovered, lived in the shadows: rebates, discounts, and “free” services that never touched operational metrics. He manually traced economics to the client level and found margins…
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Scaling Finance for the Cloud-Native Era | David Obstler, CFO, Datadog
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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When Data and AI Reshape Precision Medicine
Jim Rogers applied lessons from Groupon’s rapid growth by steering Tempus toward disciplined expansion. He prioritized oncology as the core focus, deferring broader disease or international moves until sustainable, long-term growth could be assured—ensuring strategy aligned with impact without disrupting day-to-day operations. Now Watch the Complete Episode Featuring CFO Jim Rogers of Tempus AI Jim […]
1123: From Accounting Rigor to Strategic Leadership | Jim Rogers, CFO Tempus AI
The pivot began when Jim Rogers raised his hand. Groupon was shifting from mobile daily deals to a goods business in Europe, and—still early in his career—he volunteered to help lead the finance work. That step, he tells us, bridged his path from technical accounting into FP&A and set a pattern: seek out the build…
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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 […]
When the Role is Earned by Leading | Amanda Whalen, CFO, Klaviyo
In her first CFO role, Amanda Whalen revamped cost accounting, restructured sales incentives, and overhauled P&L reporting—driving a 10% profit increase in one year. The experience revealed finance’s power to align teams, influence decisions, and shape business outcomes—ultimately convincing her to pursue finance leadership as her long-term path. [ssp-player] Now Watch our Complete Episode Featuring […]
1110: When Leadership Mattered | Amanda Whalen, CFO, Klaviyo
Amanda Whalen’s first CFO role began with a question. “You’re not a finance technical person,” her company’s president told her, “but you’re the strongest leader on my team. Will you be willing to be the CFO and help me transform the finance function?” She accepted. Over the following year, Whalen tells us, her team tackled…
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Riding the AI Wave: Revenue Strategy at Gong | Tim Ritters, CFO, Gong
A Finance Strategic Moment Facing rising downgrades, Tim Ritters led Gong’s finance team to deeply analyze product usage patterns by persona and behavior. These insights empowered customer success efforts and cut churn and downgrade rates by half within two years—proving that in tough markets, usage data can be a powerful lever for retention. Now Watch […]
1106: Scaling Smarter: Inside the Finance Revenue Engine | Tim Ritters, CFO, Gong
During his decade at Google, Tim Ritters worked at the intersection of product and finance, helping to launch financial systems in collaboration with engineering, marketing, and product teams. The role gave him early exposure to cross-functional work and large-scale data environments. “Day one, you’re working cross-functionally,” Ritters tells us. He adds that this mindset became…
Listen to the Episode Below (0:39:37)