In this episode, Jack is joined by Jack Gordon, CFO of Harri, an AI-powered workforce operating system serving the hospitality industry. They discuss how Harri helps restaurant operators manage hiring, scheduling, labor, compliance, and employee engagement, and why Gordon views customer usage and satisfaction as important leading indicators of financial performance. The conversation explores AI-driven […]
1214: The CFO Checklist Keeps Growing | Jack Gordon, CFO, Harri
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…
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1208: Quality, Trust, and Scale | Cal Brouilette, CFO, Flatiron Health
Cal Brouilette recalls a sleepless night in Houston, speaking at 3 a.m. with someone from Blackstone about a purchase-and-sale agreement and transition-service agreements. It concerned a power-plant portfolio sale at Direct Energy, a Centrica subsidiary, that Brouilette places in 2013. According to Brouilette, the assignment arrived in late September, when the CEO wanted the portfolio…
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1199: The CFO’s Biggest Challenge Isn’t AI—It’s Leading Through It | John Kinzer (Interim CFO), OneStream
John Kinzer still remembers sitting in a closed meeting at MCI, presenting revenue results, when something unexpected caught his attention. It wasn't the numbers he was reporting—it was the questions coming from the FP&A team. Listening to their discussion, he realized, "I also want to see that side of it," Kinzer tells us. That moment…
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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 translation solution, making the transition from customer to CFO especially meaningful. Today, DeepL is backed by investors including HV Capital, Benchmark, Index Ventures, ICONIQ, and…
Listen to the Episode Below (0:52:34)