| A. H. Rist Insurance Agency of Turners Falls Offers personal, commercial insurance and financial products. Worcester | |
| A.F. Viale & Son Insurance Agency Independent insurance agent offering many types of insurance. Lee | |
| Advantage Benefits Group New England group health, life, disability insurance, serving Rhode Island, Maine, Vermont, Connecticut, Massachusetts. Worcester | |
| Affiliated Alan Gray Companies, The Provides claims management, auditing and Third Party Administration services to the excess/surplus lines, reinsurance and self-insurance markets on a nationwide basis. Boston | |
| Almeida and Carlson Insurance Agency, Inc. Offers auto, homeowners, boat, life, business and bonds insurance. Sandwich | |
| Alvin J Sims and Associates Providing services to self-insureds and prospective self-insureds for feasibility studies, reinsurance, surety bonds, regulatory assistance and selection of service vendors. Boston | |
| American Benefits Group Offers employee benefits solutions, 401(k)/pension and profit sharing plans, voluntary and flexible benefits, estate and business life insurance planning and private client asset management. Northampton | |
| AnuuityRateWatch.com, Inc. Annuity product and rates with product descriptions and company rating CD type annuity, equity index annuity, fixed annuities, tax sheltered annuities. Middleboro | |
| Appleby & Wyman Offers personal auto, homeowners, commercial lines and term life insurance. Beverly | |
| Arbella Insurance Group Offers personal insurance and business insurance. Quincy | |