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Health Insurance Agent Jobs in Massachusetts (NOW HIRING)

Insurance Agent

Boston, MA · On-site

$220K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

As we continue to grow, we are looking for a dedicated Insurance Agent who shares our commitment to ... Schedule###Health Insurance###Disability Insurance###Mon-Fri Schedule###Hands on Training ...

Insurance Agent

Boston, MA · On-site

$220K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

As we continue to grow, we are looking for a dedicated Insurance Agent who shares our commitment to ... Health Insurance Disability Insurance Mon-Fri Schedule Hands on Training Parental Leave Career ...

Managing Insurance Agent

Springfield, MA · On-site

$220K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

We are looking for an experienced, warm, and driven Managing Insurance Agent to anchor our local ... Monitor sales performance metrics to ensure the agency remains healthy and meeting our internal ...

Managing Insurance Agent

Springfield, MA · On-site

$220K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

We are looking for an experienced, warm, and driven Managing Insurance Agent to anchor our local ... Monitor sales performance metrics to ensure the agency remains healthy and meeting our internal ...

... insurance and investments, then there's no better place to work than New York Life Insurance ... Our extensive, agent-focused resources include: Our NYLIC University training program, designed to ...

... insurance and investments, then there's no better place to work than New York Life Insurance ... Our extensive, agent-focused resources include: Our NYLIC University training program, designed to ...

... insurance and investments, then there's no better place to work than New York Life Insurance ... Our extensive, agent-focused resources include: Our NYLIC University training program, designed to ...

... insurance and investments, then there's no better place to work than New York Life Insurance ... Our extensive, agent-focused resources include: Our NYLIC University training program, designed to ...

Senior Insurance Agent

Brockton, MA · On-site

$220K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Agent who shares this vision. We don't just want a salesperson; we want a partner who truly cares ... Schedule###Health Insurance###Disability Insurance###Mon-Fri Schedule###Hands on Training ...

Senior Insurance Agent

Brockton, MA · On-site

$220K - $250K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Agent who shares this vision. We don't just want a salesperson; we want a partner who truly cares ... Health Insurance Disability Insurance Mon-Fri Schedule Hands on Training Parental Leave Career ...

... insurance and investments, then there's no better place to work than New York Life Insurance ... Our extensive, agent-focused resources include: Our NYLIC University training program, designed to ...

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Showing results 1-20

Health Insurance Agent information

See Massachusetts salary details

$12

$28

$64

How much do health insurance agent jobs pay per hour?

As of Aug 13, 2026, the average hourly pay for health insurance agent in Massachusetts is $28.96, according to ZipRecruiter salary data. Most workers in this role earn between $22.07 and $33.32 per hour, depending on experience, location, and employer.

What does a health insurance agent do?

A health insurance agent contacts potential customers to sell them health insurance. In this career, you explain the health care policy and plan to the customer and help them choose the coverage that best suits their needs. Your responsibilities include interviewing prospective clients and analyzing current clients’ policies for any needed additions or changes. Other duties of a health insurance agent include customizing insurance programs for individuals and handling policy renewals. You maintain electronic and paper records of customer’s health insurance and help policyholders settle any claims. Sometimes you cold call potential clients to pitch them on a policy from the insurance company for which you work.

What are the most common challenges health insurance agents face when helping clients choose the right plan?

Health Insurance Agents often encounter challenges such as explaining complex plan options, addressing clients' concerns about coverage and out-of-pocket costs, and staying updated on frequently changing regulations. Agents must tailor their recommendations to each client's unique health needs and financial situation, which requires strong listening skills and adaptability. Building trust and maintaining ongoing relationships with clients are also crucial, as agents typically provide support not only during the initial enrollment but throughout the policy lifecycle.

How to get a job as a health insurance agent?

To become a health insurance agent, you typically need to complete state licensing requirements, which often include pre-licensing courses and passing a licensing exam. Having strong communication skills, knowledge of insurance products, and obtaining relevant certifications can improve job prospects. Many agents work for insurance companies or as independent agents, and licensing must be maintained through continuing education.

What is the difference between Health Insurance Agent vs Insurance Broker?

AspectHealth Insurance AgentInsurance Broker
CredentialsLicensing required, often specific to health insuranceLicensing required, may hold multiple licenses for various insurance types
Work EnvironmentTypically works for insurance companies or agenciesWorks independently or for brokerage firms, representing multiple insurers
Employer & Industry UsageEmployed by health insurance providers or agenciesEmployed by brokerages or independent, serving clients across insurers
Search & Comparison IntentOften compared for direct health insurance sales rolesCompared for broader insurance options and client representation

While both roles involve selling insurance policies, health insurance agents usually work directly for health insurance companies, focusing on health plans. Insurance brokers operate independently or for brokerages, offering clients a variety of insurance options across multiple providers. Understanding these differences helps job seekers identify the right career path based on credentials, work environment, and industry focus.

What is a health insurance agent?

Health insurance agents are licensed professionals who help individuals, families, and businesses find and enroll in suitable health insurance plans. They provide guidance on different policy options, explain coverage details, assist with applications, and ensure clients understand their benefits and costs. Health insurance agents may represent one or multiple insurance companies and often help clients navigate claims or resolve issues. Their goal is to match clients with the best coverage for their needs and budget. In many cases, their services are free to clients, as they are compensated by insurance companies.

Is it hard to be a health insurance agent?

Being a health insurance agent can be challenging due to the need to understand complex policies, stay updated on regulations, and build client relationships. Success often depends on strong communication skills, product knowledge, and persistence in a competitive environment.

What are the key skills and qualifications needed to thrive as a health insurance agent, and why are they important?

To thrive as a Health Insurance Agent, you need in-depth knowledge of health insurance products, strong sales abilities, and often a state-issued insurance license. Familiarity with customer relationship management (CRM) software, quoting tools, and compliance systems is typical for the role. Outstanding interpersonal skills, active listening, and the ability to explain complex information clearly help agents build trust with clients. These skills ensure agents can effectively match clients with suitable policies, maintain regulatory compliance, and grow their client base in a competitive market.

What are the most commonly searched types of Health Insurance Agent jobs in Massachusetts?

The most popular types of Health Insurance Agent jobs in Massachusetts are:

What cities in Massachusetts are hiring for Health Insurance Agent jobs?

Cities in Massachusetts with the most Health Insurance Agent job openings:

Infographic showing various Health Insurance Agent job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 81% Full Time, 14% Part Time, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $60,231 per year, or $29 per hour.

Full-time

Re-posted 14 days ago


Job description

Company Description

HealthCare Support Staffing, Inc. (HSS), is a proven industry-leading national healthcare recruiting and staffing firm. HSS has a proven history of placing talented healthcare professionals in clinical and non-clinical positions with some of the largest and most prestigious healthcare facilities including: Fortune 100 Health Plans, Mail Order Pharmacies, Medical Billing Centers, Hospitals, Laboratories, Surgery Centers, Private Practices, and many other healthcare facilities throughout the United States. HealthCare Support Staffing maintains strong relationships with top providers in healthcare and can assure healthcare professionals they will receive fast access to great career opportunities that best fit their expertise. Connect with one of our Professional Recruiting Consultants today to see how a conversation can turn into a long-lasting and rewarding career!

Job Description

This position is simple in regards to the laymans terms. Their primary role is to enroll members into Senior Whole Health. This is a true sales position in which they are paid a base salary and commission per application over their quota. Their responsibility is to conduct presentations to potential patients and have them sign up with Senior Whole Health. They will be going to physician offices, healthcare centers and places where the elderly/senior citizens gather together. The sale rep is responsible to setting up the meetings on their own. THEY HIGHLY prefer them to be Bilingual Spanish and have Field experience because 90% of their time is in the field. 

Qualifications

Minimum Education/Licensures/Qualification:

  • Must possess valid driver's license (90% of this position is in the field)** THIS IS NOT A TELESALES POSITION 
  • Demonstrated ability to sell, deliver public presentations, network and generate leads is a must
  • Health INsurance License 
  • 4+ years of Medicare and/or Medicaid enrollment experience
  • Proficient in Microsoft office and other Windows-based applications
  • Significant knowledge and experience of sales, sales in the health field and community relations.
Additional Information

Interested in being considered?

If you are interested in being considered for the RN Field Case Manager position, please contact Gemma at 407.478.0332 Ext 153


Healthcare Support logo

About Healthcare Support

Sourced by ZipRecruiter

HealthCare Support Staffing, Inc. (HSS), is a proven industry-leading national healthcare recruiting and staffing firm. HSS has a proven history of placing talented healthcare professionals in clinical and non-clinical positions with some of the largest and most prestigious healthcare facilities including: Fortune 100 Health Plans, Mail Order Pharmacies, Medical Billing Centers, Hospitals, Laboratories, Surgery Centers, Private Practices, and many other healthcare facilities throughout the United States. HealthCare Support Staffing maintains strong relationships with top providers in healthcare and can assure healthcare professionals they will receive fast access to great career opportunities that best fit their expertise. Connect with one of our Professional Recruiting Consultants today to see how a conversation can turn into a long-lasting and rewarding career!Healthcare Support Staffing, Inc. is an equal employment opportunity employer and will consider all qualified applicants without regard to race, color, religion, disability, sex, sexual orientation, gender identity, national origin, protected veteran status, or any other characteristic protected by applicable local, state, or federal law.

Industry

Recruiting and staffing services

Company size

201 - 500 Employees

Headquarters location

Maitland, FL, US

Year founded

2003

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