At Guidewire, Mike Rosenbaum is pushing insurers to rethink how they use technology. Since joining the company as CEO in 2019, the former Salesforce executive and U.S. Navy submarine officer has taken aim at helping insurers balance core stability with constant innovation.
“We are completely committed to ensuring that 100% of the Guidewire customers are successful as they move and they transition to this cloud approach,” Rosenbaum said at the company’s annual Connections event. Cloud adoption is up 500%, revenue has tripled, and more than 570 insurers now run on Guidewire Cloud.
But for Rosenbaum, cloud migrations are only part of the equation. His focus is on building lasting momentum. “The whole organization is oriented around learning everything that we can so that the path that we are paving for all of you that will come next will be smoother and faster.”
To support his broader push for long-term customer success, he reorganized teams to prioritize post-go-live value and forged strategic partnerships with Appian, Earnix, Bindable, and One Inc., which effectively aligns Guidewire more closely with ecosystem players that extend its platform capabilities.
At the core of it all is Flaine, a platform update that slashes upgrade friction. He emphasized the company’s commitment to moving all cloud customers onto the latest software release. For those still using on-premise versions of Guidewire, he argued that continued investment in legacy systems may no longer be the best option.
Looking ahead, he’s betting on machine learning to drive smarter operations. “The more people use Guidewire Cloud…the more predictive that model will get.”
