Andrew Leeds

Chief Claims Officer and VP Plymouth Rock Assurance Corporation

Andrew Leeds is the Chiefs Claims Officer at Plymouth Rock Home Assurance. He joined Plymouth Rock in February of 2021. Andrew draws most of his experience serving in a variety of roles within Liberty Mutual where he began his insurance career in 2004 in the Corporate Development Program (CDP). As a Senior Business Consultant he completed rotations in National Market Loss Prevention, Corporate Financial, Group Benefit Sales and Commercial Property Underwriting. In 2006, he joined the Commercial Property Underwriting team where he worked as both a line underwriter and underwriting manager. In 2008 Andrew joined the Personal Market Claims operation and led the LEAN implementation for the Homeowners line of coverage. Since 2008 he has served in a variety of claims leadership positions in both Auto and Property Process Improvement teams. Andrew’s last role was as AVP and field manager for over 425 property claim adjusters and managers across the United States.

Andrew holds a BA and MBA from Boston College. Prior to joining Liberty Mutual Andrew was a Captain in the United States Army where he served as an Infantry officer in the 10th Mountain Division at Fort Drum, NY. Andrew has also earned his CPCU, AIC, Ranger, Air Assault and Airborne designations.

Day 1

3:20 PM Track B: Presentation: Transforming the Claims Experience with Intelligent Automation

Claims are at an inflection point – customer expectations have accelerated, weather events and complexity continue to rise, and carriers face mounting pressure to deliver faster, more accurate, and more transparent resolutions. In this dynamic environment, a key to success is reimagining the claims journey through advanced AI, automation, and integrated digital workflows. In this joint session, Andrew Leeds and Max Malaret share how their teams at Plymouth Rock Assurance are modernizing claims operations across both the home and auto lines to deliver consistency, speed, and expertise at scale. From intelligent triage and automated damage assessment to enhanced agent enablement and smarter fraud detection, Andrew and Max will unpack where AI is generating real value today—and what meaningful modernization truly looks like behind the scenes. Attendees will walk away with practical insights on:

Implementing AI-driven tools to support adjusters and agency partners without replacing human judgment
Streamlining claims approaches to home and auto claims where synergies exist, while making differentiated choices when required
Implementing AI and automation in ways that improve accuracy, reduce cycle times, and strengthen customer trust
Creating change-management tactics that allow smooth scaling of new claims technologies

Check out the incredible speaker line-up to see who will be joining Andrew.

Download The Latest Agenda