Jolee Crosby

Incoming President & CEO, Swiss Re Canada & English Caribbean

Since Jolee joined Swiss Re in 1998, she has had several roles within the SwissRe family. In May 2019, she joined the L&H Products Executive Leadership team as the Global Head of L&H Underwriting and Medical Reinsurance, providing dedicated leadership to deliver the Evolution of Underwriting initiative and provide continued oversight for Medical Reinsurance (Health) business. More recently, her role expanded to include Core Solution Development for all L&H insurance lines of business. She is passionate about clients, SwissRe and what they can accomplish together.

Prior to this she was Headof Asia Medical Products and Operations, based in Singapore where she was focused on helping clients profitably grow their Medical Portfolios.

In addition to working in L&H, she also has a P&C background in both direct insurance (Corporate Solutions) and reinsurance. As the Head of US Casualty Claims for Reinsurance, utilizing data analytics, she focused on helping clients manage their portfolio risks as well as individual claims. Prior to that, as a Senior Vice President, she led a global Governance team, ensuring the appropriate framework was in place to assess and manage operational risk. The remit also includedCompliance related topics such as International Trade Controls, Fraud detection initiatives, Data Protection and Business Continuity Management.
More recently, it was announced that Jolee has been appointed President and CEO of Swiss Re Canada & English Caribbean, effective July 1, 2023.

Jolee received her undergraduate degree in Political Science and her Juris Doctorate of Law from the University of Missouri-Kansas City. She practiced law at an Insurance defense firm, where she represented insurance carriers and their customers in litigation both at the trial and appellate levels.