Carr McCaskill, CRM, CPCU, CIC, ARM, CLU

Carr leads Sentinel’s business development efforts in the central region of North Carolina, but his extensive expertise in managing complex risk comes into play for clients throughout the state. Carr is recognized as a student of the business and one of the Carolinas’ leading risk management executives; owing to a diverse, well-rounded, and award-winning career that spans more than three decades.  

As a former underwriter, Carr understands the nuances of navigating the underwriting process to ensure a positive outcome in the development of insurance solutions that will flex with your business.  Where you fall on the risk continuum is a key driver in the development of a dynamic risk program and Carr will ensure your program will mirror your risk appetite and financial goals.

A firm believer in the power of strategic partnerships, Carr builds relationships with the ability to leverage great benefit for Sentinel clients. He deploys a level of intelligence and creativity around risk analysis and insurance solutions that keep his clients protected in the short term while positioning them for bigger and better success in the long term.

Carr’s clients appreciate his determination to know their business inside and out, as well as his methodical approach.  Focusing on Construction, Manufacturing, Wholesale and Real Estate/Habitational industries, Carr works as an extension of your company’s risk management team.


The University of North Carolina at Chapel Hill
B.A., History/Political Science

Boards & Memberships

Industry Designations
Certified Risk Manager (CRM)
Chartered Property Casualty Underwriter (CPCU)
Certified Insurance Counselor (CIC)
Associate in Risk Management (ARM)
Chartered Life Underwriter (CLU)

Community Involvement
President Elect, St. Andrews Society of North Carolina
President, Montreat Scottish Society
Member, Most Venerable Order of the Hospital of St. John of Jerusalem

Continental Tire – Dealer Business Suite

Sentinel is a proud partner with Continental Tire. Carr headlines the review and analysis of the risk management and insurance programs for the dealers nationwide. As a dealer, click the button below to learn more about the process.