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Find Disability Insurance Agents Near You in Pittsfield, MA

Browse disability insurance agents serving Pittsfield, Massachusetts. Updated 2026-07-14.

The top-rated disability insurance agent in Pittsfield, Massachusetts is Pearson Wallace Insurance, LLC, rated 4.9 stars across 113 reviews. Other highly rated options include AAA Pittsfield, Greylock Insurance Agency, MountainOne Insurance. This directory lists 20 disability insurance agents serving Pittsfield.

Showing 20 disability insurance agents in Pittsfield, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Pearson Wallace Insurance, LLC222 South St(413) 464-9390
2AAA Pittsfield660 Merrill Rd(413) 445-5635
3Greylock Insurance Agency5 Cheshire Rd Suite 26(413) 443-5943
4MountainOne Insurance111 Silver Lake Blvd(413) 442-9241
5Shire City Insurance446 South St #1(413) 443-9359
6Wheeler & Taylor Insurance402 East St(413) 448-8224
7Berkshire Insurance Group43 East St(866) 636-0244
8National Financial Network700 South St(800) 819-2468
9Berkshire Fairfield Insurance Agency, LLC128 South St(413) 443-0077
10Scarafoni Financial Group LLC128 South St(413) 443-5300
PW
222 South St
Pearson Wallace Insurance, LLC
Disability Insurance Agent · Pittsfield, MA

Pearson Wallace Insurance, LLC provides a range of disability insurance agency services for clients in Pittsfield, MA. These services include evaluating individual coverage needs, comparing policy options from various carriers, and guiding clients through the application and underwriting process. The firm also assists with reviewing existing plans to ensure coverage keeps pace with changing circumstances or income levels. It serves local professionals, sole proprietors, and workers seeking income protection, covering clients in single-family homes through professional offices and retail businesses.

AP
660 Merrill Rd
AAA Pittsfield
Disability Insurance Agent · Pittsfield, MA

AAA Pittsfield serves Berkshire County and the surrounding communities of western Massachusetts, providing direct access to specialized disability insurance agent services. This local agency helps individuals and small business owners evaluate income protection options tailored to their specific employment situations. The team guides clients through the application process for short‑term and long‑term disability policies, emphasizing coverage that replaces a portion of income during an injury or illness. They also assist self-employed professionals in securing individual disability insurance policies to safeguard against lost earnings.

GI
5 Cheshire Rd Suite 26
Greylock Insurance Agency
Disability Insurance Agent · Pittsfield, MA

Greylock Insurance Agency provides disability insurance agent services to residents in Pittsfield, MA, focusing on individual income protection needs. The agency also assists local businesses in securing commercial disability coverage for their employees, serving clients throughout the surrounding Berkshire County area. After an initial policy setup, the agent offers ongoing follow-up support, including plan reviews or benefit adjustments between regular visits to ensure continued suitability.

MI
111 Silver Lake Blvd
MountainOne Insurance
Disability Insurance Agent · Pittsfield, MA

MountainOne Insurance in Pittsfield, MA, is known for helping individuals and businesses secure disability income protection. The company provides access to policies that replace a portion of lost earnings if an injury or illness prevents work. Its service range includes evaluating coverage options for both short-term and long-term disability needs. MountainOne Insurance can also tailor plans for high-earning professionals who require specialized benefit structures for their unique occupations.

SC
446 South St #1
Shire City Insurance
Disability Insurance Agent · Pittsfield, MA

Shire City Insurance in Pittsfield, MA, distinguishes between one-time consultations for immediate disability coverage needs and recurring service agreements for ongoing policy reviews and adjustments. Their assistance focuses on helping individuals secure income protection plans suited to their specific occupations and local economic conditions. The company structures its services to be available on an as-needed basis, allowing clients to request support or revisions to their disability insurance arrangements without a predetermined schedule.

WT
402 East St
Wheeler & Taylor Insurance
Disability Insurance Agent · Pittsfield, MA

In Pittsfield, MA, Wheeler & Taylor Insurance focuses on disability insurance agent services, advising individuals and families on protecting income against unexpected illness or injury. It further assists local professionals in structuring appropriate coverage to maintain financial stability. The agency’s work addresses common regional concerns, such as planning for the winter season when weather-related accidents or limited mobility can disrupt regular earnings and necessitate claim support.

BI
43 East St
Berkshire Insurance Group
Disability Insurance Agent · Pittsfield, MA

In a region where harsh winters and active outdoor work can lead to unexpected injuries or illnesses, residents in and around Pittsfield often seek reliable income protection. Berkshire Insurance Group addresses this local need by offering disability insurance agent services that help clients understand what policies cover long-term absence from work. The company guides individuals through the process of reviewing personal employment risks and existing coverage options. This initial consultation typically involves a thorough assessment of the applicant’s current financial situation and potential future needs.

NF
700 South St
National Financial Network
Disability Insurance Agent · Pittsfield, MA

National Financial Network assists individuals and businesses in the Pittsfield area with securing income protection coverage. The company focuses on disability insurance, offering policies that replace a portion of lost wages due to illness or injury. Their work involves evaluating client needs to select appropriate benefit periods and elimination periods. They serve various commercial sectors, including offices, warehouses, and food service establishments.

BF
128 South St
Berkshire Fairfield Insurance Agency, LLC
Disability Insurance Agent · Pittsfield, MA

Berkshire Fairfield Insurance Agency, LLC provides a full range of disability income insurance services across Pittsfield, Massachusetts, helping individuals protect their income against illness or injury. The agency offers both initial policy consultations and ongoing plan management to ensure coverage remains aligned with changing needs. Their maintenance services include annual policy reviews and assistance with claims filing. The agent serves a diverse clientele, covering both single-family homes and multi-unit apartment buildings, as well as local retail shops and restaurants.

SF
128 South St
Scarafoni Financial Group LLC
Disability Insurance Agent · Pittsfield, MA

Scarafoni Financial Group LLC serves homeowners, businesses, and property managers in Pittsfield, Massachusetts, by providing expert guidance on disability insurance coverage to safeguard income and assets. It assists clients in evaluating policies tailored for individuals, small business owners, and commercial landlords facing unexpected injuries or illnesses. The agency dedicates itself to ensuring carefully selected plans fit each unique financial situation. Scarafoni Financial Group LLC also extends its services to residents and enterprises in neighboring Lenox, offering the same attention to local disability insurance needs throughout southern Berkshire County.

GI
150 West St
Greylock Insurance Agency
Disability Insurance Agent · Pittsfield, MA
(413) 236-4840
greylockinsurance.com
MI
101 South St
MountainOne Insurance
Disability Insurance Agent · Pittsfield, MA
(413) 445-5648
mountainone.com/insurance
TI
446 South St
Taillefer Insurance
Disability Insurance Agent · Pittsfield, MA
(413) 445-5616
MJ
55 North St #304
Mclaughlin John
Disability Insurance Agent · Pittsfield, MA
(413) 499-0620
johnfmclaughliniii.nm.com
NM
55 North St #304
Northwestern Mutual
Disability Insurance Agent · Pittsfield, MA
(413) 499-0620
northwesternmutual.com/financial-professionals
NI
166 East St
Nationwide Insurance: Berkshire Insurance Group Inc.
Disability Insurance Agent · Pittsfield, MA
(413) 447-7376
BI
5 Cheshire Road Pittsfield, 5 Cheshire Rd #12
BillMatrix
Disability Insurance Agent · Pittsfield, MA
(413) 443-5943
greylockinsurance.com/greylock-insurance-agency/locations/allendale-office.html
BI
Allendale Shopping Center, 39 Cheshire Rd
Berkshire Insurance Group Inc
Disability Insurance Agent · Pittsfield, MA
(413) 447-3510
NY
7 North St Suite LL1
New York Life
Disability Insurance Agent · Pittsfield, MA
(413) 442-8067
newyorklife.com
BI
75 South Church Street Pittsfield Lenox
Berkshire Insurance Group
Disability Insurance Agent · Pittsfield, MA
(866) 636-0244

What Does a a Disability Insurance Agent in Pittsfield Cost?

Disability insurance premiums in Massachusetts typically range from 1% to 3% of your annual income for long-term coverage. For a 40-year-old earning $60,000 per year, a policy might cost between $600 and $1,800 annually. Short-term disability plans often cost less. Costs vary based on age, health, occupation, and benefit terms. This is general information and not insurance advice.

About disability insurance agents in Pittsfield

Disability insurance agents in Pittsfield, MA help individuals and businesses secure income protection policies. Massachusetts requires employers to offer group disability coverage under certain conditions, and agents can guide you through state-specific options. Whether you need short-term or long-term coverage, a local agent understands the needs of Berkshire County workers.

Frequently Asked Questions

What does a disability insurance agent in Pittsfield do?

A disability insurance agent helps you compare policies from different carriers, explains coverage options, and assists with the application process. They can also help you understand Massachusetts state mandates for group disability plans.

Are there Massachusetts laws that affect disability insurance?

Yes, Massachusetts General Law Chapter 152 covers workers compensation, and Chapter 175 regulates disability insurance policies. Agents must be licensed by the state and follow regulations on policy disclosures and claim handling.

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 employers and insurers that operate in Berkshire County. Check their credentials through the Massachusetts Division of Insurance.

Disability Insurance Agents in Other Massachusetts Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each disability insurance agent's credentials and current standing with your state Department of Insurance.