Jonathan Littlefield

Jonathan Littlefield has a diverse work experience spanning various roles and companies. Jonathan is currently working at Berkley Aspire as the AVP for Small Commercial and Select Accounts since April 2021. Prior to this, they had a long tenure at The Hanover Insurance Group, where they held positions such as AVP for Hanover Specialty Insurance Brokers, Director of Distribution Management for Hanover Specialty Industrial, and Director of Business Planning for Hanover Specialty Industrial Property. Before joining The Hanover Insurance Group, Jonathan worked as a Product Planning Intern at Digex in 2001 and as a Loss Control Engineer at Verlan Fire Insurance Company from 1999 to 2000.

Jonathan Littlefield earned a Bachelor of Science degree in Fire Protection Engineering from the University of Maryland - James A Clark School of Engineering, where they studied from 1992 to 1997. Jonathan furthered their education by obtaining a Master of Business Administration degree from the University of Maryland - Robert H. Smith School of Business, graduating between 2000 and 2002.