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Stuart Rosenberg has extensive work experience in various leadership roles in the insurance industry. Stuart started their career at Accenture in 1993 and worked as a Manager until 1999. After that, they joined DiamondCluster International as a Principal until 2002. In the same year, they joined Westfield Insurance and held several positions including Project Manager, Program Manager, and Executive of Technology Portfolio Management.

In 2009, Stuart became the Chief Technology Officer at Westfield Insurance, where they were responsible for the company's IT direction and strategy. Stuart then served as the Chief Administrative Officer from 2011 to 2017, overseeing functions such as IT, HR, marketing, and general services. During their tenure, they were also the Director at Westfield Insurance Foundation, where they contributed to philanthropic efforts.

Following their roles at Westfield Insurance, Stuart joined 1848 Ventures, backed by Westfield, in 2018 as the Founder and Business Leader. In this role, they led strategy development and execution for 1848 Ventures, focusing on expanding Westfield's business beyond conventional insurance.

Outside of the insurance industry, Stuart also served as a Member of the Board of Trustees at the Cleveland Leadership Center from 2016 onwards. Overall, their extensive work experience demonstrates their expertise in leadership, innovation, and strategy within the insurance industry.

Stuart Rosenberg earned their Bachelor of Arts degree in History and Economics from the University of Michigan between the years 1989 and 1993.