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Compare Life Insurance Agents in Pittsfield, MA

Compare life insurance agents in Pittsfield. Review contact information and insurance categorys before you decide.

18 agents listed
Updated May 2026
Pittsfield, MA
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Massachusetts before hiring.
Showing 18 life insurance agents in Pittsfield, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
AAA Pittsfield
660 Merrill Rd, Pittsfield, MA 01201
(413) 445-5635 branches.northeast.aaa.com
Pearson Wallace Insurance, LLC
222 South St, Pittsfield, MA 01201
(413) 464-9390 pearsonwallace.com
Greylock Insurance Agency
5 Cheshire Rd Suite 26, Pittsfield, MA 01201
(413) 443-5943 greylockinsurance.com
MountainOne Insurance
111 Silver Lake Blvd, Pittsfield, MA 01201
(413) 442-9241 mountainone.com
Shire City Insurance
446 South St #1, Pittsfield, MA 01201
(413) 443-9359
Wheeler & Taylor Insurance
402 East St, Pittsfield, MA 01201
(413) 448-8224 wheelertaylor.com
Berkshire Insurance Group
43 East St, Pittsfield, MA 01201
(866) 636-0244 berkshirebank.com
National Financial Network
700 South St, Pittsfield, MA 01201
(800) 819-2468 agencies.guardianlife.com
Greylock Insurance Agency
150 West St, Pittsfield, MA 01201
(413) 236-4840 greylockinsurance.com
MountainOne Insurance
101 South St, Pittsfield, MA 01201
(413) 445-5648 mountainone.com
Berkshire Fairfield Insurance Agency, LLC
128 South St, Pittsfield, MA 01201
(413) 443-0077 berkshirefairfieldinsurance.com
Scarafoni Financial Group LLC
128 South St, Pittsfield, MA 01201
(413) 443-5300 scarafonifinancial.com
Mclaughlin John
55 North St #304, Pittsfield, MA 01201
(413) 499-0620 johnfmclaughliniii.nm.com
Taillefer Insurance
446 South St, Pittsfield, MA 01201
(413) 445-5616
Northwestern Mutual
55 North St #304, Pittsfield, MA 01201
(413) 499-0620 northwesternmutual.com
New York Life
7 North St Suite LL1, Pittsfield, MA 01201
(413) 442-8067 newyorklife.com
Berkshire Insurance Group Inc
Allendale Shopping Center, 39 Cheshire Rd, Pittsfield, MA 01201
(413) 447-3510
Nationwide Insurance: Berkshire Insurance Group Inc.
166 East St, Pittsfield, MA 01201
(413) 447-7376

What Does a Life Insurance Agent in Pittsfield Cost?

Typical costs for life insurance in Massachusetts vary by age, health, and policy type. A healthy 35-year-old might pay $20 to $40 per month for a 20-year term policy with $500,000 coverage. Whole life policies often cost $100 to $300 per month for similar coverage. Costs are higher for older applicants or those with health conditions. This is general information, not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What license do life insurance agents need in Massachusetts?
Agents must pass the Massachusetts insurance licensing exam and complete continuing education every two years. They must also undergo a background check. This ensures they meet state standards for professional conduct.
How do I choose a life insurance agent in Pittsfield?
Look for an agent who is licensed in Massachusetts and has experience with policies like term life or whole life. Ask about their knowledge of local insurers and their approach to assessing your needs. You can verify a license through the Massachusetts Division of Insurance.