Caroline Gregory

Caroline Gregory joined SSP in 2021 and works within the
Transportation & Logistics Group. She specializes in transportation,
logistics, warehousing, and commercial fleets, helping clients improve
operational efficiency, fleet performance, and profitability through
strategic risk management and insurance solutions.
Caroline is a strategy-focused advisor who helps organizations align
people, processes, and technology to optimize resource utilization,
reduce costs, and improve service delivery. Her expertise includes
fleet management structures, Transportation & Logistics risk
management, and operational planning designed to support longterm
business success.
A graduate of St. Vincent’s Academy, Caroline earned a Bachelor of
Business Administration in Risk Management & Insurance from the
University of Georgia. She holds the Certified Insurance Counselor
(CIC) and Transportation Risk Specialist (TRS) designations
and is a member of the Motor Carrier Insurance Education
Foundation (MCIEF).