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Find Life Insurance Agents Near You in Pittsfield, MA

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

The top-rated life 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 19 life insurance agents serving Pittsfield.

Showing 19 life 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
Life Insurance Agent · Pittsfield, MA

Pearson Wallace Insurance, LLC provides life insurance agent services to clients in Pittsfield, MA. It works with individuals and families to help select appropriate coverage plans that address their long-term financial protection needs. The agent assists with policy maintenance, including periodic reviews and adjustments to ensure coverage remains aligned with changing life circumstances. Pearson Wallace Insurance services a diverse range of properties, including single-family homes, apartments, retail locations, and restaurants across the local area.

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

AAA Pittsfield serves the Pittsfield, Massachusetts, metro area as a life insurance agent. The company guides local residents through the process of selecting appropriate life insurance coverage to meet their long-term financial and family protection needs. Policies available can assist with income replacement for dependents and final expense planning. The agent provides personalized consultations to explain different term and whole life policy options. This office handles both term life insurance for temporary coverage needs and whole life policies for lifelong protection.

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

Greylock Insurance Agency provides life insurance services to residents in and around Pittsfield, MA, addressing the need for financial protection at home. Commercial coverage is also available for local businesses seeking to safeguard their operations and key personnel. The agency serves clients throughout Berkshire County with professional guidance on policy options. After an initial consultation or policy issuance, agents follow up to review coverage needs and offer repeat service between regular visits to ensure plans remain aligned with changing circumstances.

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

MountainOne Insurance is a life insurance agency serving the Pittsfield, Massachusetts area, known for offering policies that help individuals protect their families’ financial futures. The agency works with clients to match coverage plans to personal needs. Common policies provide income replacement or final expense funds. Agents can assist in reviewing existing coverage to ensure it remains appropriate as circumstances change. This agency offers the ability to add critical illness riders to a standard life policy.

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

Shire City Insurance provides life insurance agent services in Pittsfield, MA, offering clients both one-time policy reviews and recurring financial planning sessions tailored to individual coverage needs. For those seeking term or permanent plans, the agent guides the selection of an appropriate death benefit amount and policy structure. Service appointments then run on a one-time, scheduled, or as-needed basis depending on the client's preference for ongoing strategy adjustments.

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

Wheeler & Taylor Insurance specializes in life insurance agent services, offering policies such as term, whole, and universal life coverage. It also provides general insurance guidance, helping clients evaluate coverage amounts to match their financial goals and family needs. For residents in the Pittsfield, MA area, the agency can assist with comparing options that address long-term income replacement and final expenses. This becomes particularly relevant when preparing for the seasonal increase in estate planning discussions that often occurs at the start of a new calendar year.

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

As the seasons change in Pittsfield, families often review their financial plans to address new needs. Berkshire Insurance Group provides guidance on life insurance policies, helping clients understand how coverage can offer stability for beneficiaries. These agents listen to individual circumstances, then explain term and whole life options suited to Berkshire County residents. The process begins with a conversation to evaluate personal goals, often followed by a straightforward inspection or initial assessment of current coverage to confirm appropriate policy choices.

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

National Financial Network assists individuals and families in Pittsfield, MA, with securing appropriate life insurance coverage. The agency also offers specialized policies to address income protection and estate planning needs for local residents. Its clientele includes professionals working in traditional office environments, employees at area warehouses and distribution centers, and owners of food service establishments seeking business continuity solutions.

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

Berkshire Fairfield Insurance Agency, LLC assists homeowners, businesses, and property managers in Pittsfield, Massachusetts with their life insurance needs. The company helps clients evaluate term, whole, and universal life policies to secure financial protection for their beneficiaries. It also reviews coverage options that align with individual budgets and long-term estate planning goals. Beyond the city, the agency extends its services to clients in the neighboring community of Lenox.

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

Scarafoni Financial Group LLC serves Pittsfield, Massachusetts, and the surrounding Berkshire County communities, handling comprehensive life insurance agent services. The firm assists clients with evaluating term, whole, and universal life policies to secure financial protection for families and estates. In a typical job, it assesses individual coverage needs and policy options through a detailed consultation process, focusing on long-term financial planning objectives.

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

What Does a 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.

About life insurance agents in Pittsfield

Life insurance agents in Pittsfield, Massachusetts help residents choose policies that protect their families and meet financial goals. Massachusetts law requires agents to hold a state license and follow strict regulations. Local agents understand the unique needs of Berkshire County families and businesses.

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.

Can a life insurance agent help with Massachusetts estate planning?

Yes, many agents work with estate planning attorneys to coordinate life insurance with Massachusetts estate tax laws. The state has a $1 million estate tax exemption as of 2024. Life insurance proceeds can help cover these taxes for your heirs.

Life Insurance Agents in Other Massachusetts Cities

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