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Pepper Sleight currently serves as the Head of GL Binding and Programs at Hudson Insurance Group, a position held since April 2023. Prior to this role, Pepper Sleight accumulated extensive experience at Berkley Aspire from March 2015 to April 2023, where titles included Vice President of Strategic Initiatives, AVP of Operations, and Director of Underwriting Services. Earlier career highlights include serving as Underwriting Services Manager at W R Berkley- Berkley Regional Specialty from 2011 to 2015, Underwriting Services Supervisor at Berkley Regional Specialty Ins Co from 2010 to 2011, and Senior Agency Relations Representative at Berkley Regional Specialty Insurance Company from 2009 to 2010.