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Freelance Health Insurance Agent Jobs in Springfield, MA

Expansion Agent

Tolland, CT ยท On-site

$220K - $250K/yr

Located in the heart of Tolland, Connecticut, we are looking for a dedicated Expansion Agent to ... Insurance###Health Insurance###Disability Insurance###Mon-Fri Schedule###Hands on Training ...

Expansion Agent

Tolland, CT ยท On-site

$220K - $250K/yr

Located in the heart of Tolland, Connecticut, we are looking for a dedicated Expansion Agent to ... Health Insurance Disability Insurance Mon-Fri Schedule Hands on Training Parental Leave Career ...

Showing results 41-60

Freelance Health Insurance Agent information

See Springfield, MA salary details

$11

$26

$59

How much do freelance health insurance agent jobs pay per hour?

As of Sep 6, 2026, the average hourly pay for freelance health insurance agent in Springfield, MA is $26.42, according to ZipRecruiter salary data. Most workers in this role earn between $20.14 and $30.43 per hour, depending on experience, location, and employer.

What is a freelance health insurance agent?

A freelance health insurance agent is an independent professional who helps clients find and purchase health insurance policies without being tied to a specific insurance company. They typically work for themselves or as contractors and can represent multiple insurers, giving clients a variety of coverage options. Their responsibilities include assessing clients' needs, explaining policy details, assisting with enrollment, and providing ongoing support. Because they are not employed by one company, they offer unbiased advice tailored to each individual's situation.

What are the key skills and qualifications needed to thrive as a freelance health insurance agent?

To thrive as a Freelance Health Insurance Agent, you need a comprehensive understanding of health insurance products, state licensing, and sales strategies. Familiarity with CRM software, quoting platforms, and industry compliance tools is typically required. Outstanding interpersonal skills, self-motivation, and the ability to build trust with clients help agents stand out in a competitive market. These abilities are crucial for effectively matching clients with suitable coverage and maintaining long-term client relationships.

How do freelance health insurance agents typically build and maintain a client base?

Freelance health insurance agents often rely on networking, referrals, and digital marketing to attract and retain clients. Building trust through personalized service and clear communication is essential, as clients frequently seek ongoing advice regarding policy changes and renewals. Agents may also partner with local businesses or attend community events to expand their reach. Maintaining strong relationships and providing timely support helps ensure repeat business and referrals in this highly competitive field.

What is the difference between Freelance Health Insurance Agent vs Independent Health Insurance Agent?

AspectFreelance Health Insurance AgentIndependent Health Insurance Agent
CredentialsLicensing required, varies by stateLicensing required, varies by state
Work EnvironmentSelf-employed, flexible hours, remote or in-personSelf-employed or affiliated with agencies, flexible hours
Employer/Industry UsageWorks independently, often as a contractorWorks independently or with multiple carriers
Search/Comparison IntentLooking for freelance opportunities or flexible rolesSeeking independent agent roles or carrier representation

Both Freelance Health Insurance Agents and Independent Health Insurance Agents operate independently and require licensing. The main difference is that Freelance agents often work on a project basis with multiple carriers, offering flexible schedules, while Independent agents may work more closely with specific insurers or agencies. Understanding these distinctions helps job seekers find roles aligned with their preferences for independence and work environment.

What are popular job titles related to Freelance Health Insurance Agent jobs in Springfield, MA?

For Freelance Health Insurance Agent jobs in Springfield, MA, the most frequently searched job titles are:

What cities near Springfield, MA are hiring for Freelance Health Insurance Agent jobs?

Cities near Springfield, MA with the most Freelance Health Insurance Agent job openings:

Infographic showing various Freelance Health Insurance Agent job openings in Springfield, MA as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 18% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $54,958 per year, or $26.4 per hour.

Expansion Agent

The Atlantic District

Tolland, CT โ€ข On-site

$220K - $250K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 8 days ago


Job description

Welcome to The Atlantic District, where we believe that insurance is about more than just numbers on a page—it is about helping our neighbors thrive. Located in the heart of Tolland, Connecticut, we are looking for a dedicated Expansion Agent to help us grow our local presence while providing high-quality service to those who need it most. You will not just be selling policies; you will be acting as a pillar of support for the people in our community. We pride ourselves on creating an environment that feels like a family, where your voice is heard and your professional growth is genuinely prioritized. We are looking for someone who loves meeting new people, enjoys solving puzzles, and takes pride in doing things the right way. If you are ready to put down roots and make a tangible difference in how our neighbors handle their insurance needs, we would love to bring you into the fold and support you in building a meaningful, long-term career with us.

Responsibilities

Engage with local residents and business owners in the Tolland area to identify their insurance needs.

Develop and present tailored coverage plans that provide real security for our clients.

Manage your own pipeline of prospects by building authentic connections within the region.

Conduct regular policy reviews to ensure that our clients remain adequately protected as their lives evolve.

Collaborate with the broader team to share best practices and help elevate our local service standards.

Represent The Atlantic District at community events to increase our footprint and build lasting trust.

Requirements

Active Property and Casualty Insurance License in Connecticut.

Three or more years of experience in consultative sales or client-facing roles.

Clear understanding of insurance policy structures and coverage types.

Strong written and verbal communication skills for daily client interaction.

Self-motivated work ethic with a genuine interest in local community engagement.

Comfort with digital tools and agency management software.

Benefits
Paid Time Off (PTO)###Dental Insurance###Vision Insurance###Flexible Schedule###Life Insurance###Health Insurance###Disability Insurance###Mon-Fri Schedule###Hands on Training###Parental Leave###Career Growth Opportunities###Retirement Plan###