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Find Disability Insurance Agents in Pittsfield, MA

Looking for a disability insurance agent in Pittsfield? Review the directory below to compare your options.

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 disability 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
Taillefer Insurance
446 South St, Pittsfield, MA 01201
(413) 445-5616
Mclaughlin John
55 North St #304, Pittsfield, MA 01201
(413) 499-0620 johnfmclaughliniii.nm.com
Northwestern Mutual
55 North St #304, Pittsfield, MA 01201
(413) 499-0620 northwesternmutual.com
Nationwide Insurance: Berkshire Insurance Group Inc.
166 East St, Pittsfield, MA 01201
(413) 447-7376
Berkshire Insurance Group Inc
Allendale Shopping Center, 39 Cheshire Rd, Pittsfield, MA 01201
(413) 447-3510
New York Life
7 North St Suite LL1, Pittsfield, MA 01201
(413) 442-8067 newyorklife.com

Disability insurance agents in Pittsfield, Massachusetts help individuals and businesses find coverage that fits their needs. Massachusetts requires employers to provide short-term disability insurance through the Paid Family and Medical Leave program. An agent can guide you through private policies and state requirements.

What Does a Disability Insurance Agent in Pittsfield Cost?

The cost of disability insurance in Massachusetts typically ranges from 1% to 3% of your annual income. For a 40-year-old earning $60,000 per year, a policy may cost $50 to $150 per month. Factors include age, health, occupation, and benefit amount. Costs vary by situation. 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 does a disability insurance agent in Pittsfield do?
A disability insurance agent helps you compare policies from different carriers. They explain coverage options, benefit amounts, and elimination periods. They do not provide legal advice but can help you understand policy terms.
Is disability insurance required in Massachusetts?
Massachusetts requires most employers to provide paid family and medical leave through the state program. Private disability insurance is optional but can supplement state benefits. An agent can explain how private policies work with state leave.
How do I choose a disability insurance agent in Pittsfield?
Look for an agent licensed in Massachusetts with experience in disability coverage. Ask about their familiarity with local insurers and state regulations. You can verify a license through the Massachusetts Division of Insurance.