When asked about the experiences that prepared him for a finance leadership role, Brian Swartz, CFO of Cornerstone OnDemand, doesn’t hesitate to mention his tour of duty as controller for EaglePicher, a collection of businesses founded in 1842 that stubbornly has reinvented itself from one century to the next. However, as the small conglomerate was entering the 21st century, it found itself burdened with enormous debt, which led to a bankruptcy filing and a transformative restructuring—all of which controller Swartz got to observe firsthand after the company’s CFO and treasurer made a hasty exit. “I kind of stuck around. While I would never want to work in that environment again, in that type of situation you do learn to understand all of the reasons why we have contracts and what all of the provisions in the contracts mean. The reality is that the provisions are not relevant until things do not go as planned, and that is basically what a Chapter 11 is,” explains Swartz, who ultimately helped to lead EaglePicher’s finance function through the Chapter 11 process and out of bankruptcy. Reflects Swartz: “The experience made me think about things differently as I moved on to become CFO of Apollo Education Group.” He would serve as AEG’s CFO for eight and half years before leaving the multibillion-dollar provider of education services to enter the software technology realm. Today, Swartz characterizes his departure from mission-driven AEG as a distinct milestone in his career—one that required him to leave behind a role that he had found enormously satisfying in order to be challenged in new and different ways inside the data-addicted but always inspiring technology sector.