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Remote 1099 Insurance Agent Jobs in Springfield, MA

HMG Careers

Remote Insurance Agent

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Apply Early

HMG Careers

Remote Insurance Agent

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Apply Early

HMG Careers

Remote Life Insurance Agent

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Apply Early

HMG Careers

Remote Life Insurance Agent

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Apply Early

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Showing results 1-20

All JobsRemote 1099 Insurance Agent JobsRemote 1099 Insurance Agent Jobs in Springfield, MA

Remote 1099 Insurance Agent information

See Springfield, MA salary details

$24.9K

$64.8K

$121.1K

How much do remote 1099 insurance agent jobs pay per year?

As of Jul 4, 2026, the average yearly pay for remote 1099 insurance agent in Springfield, MA is $64,794.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,300.00 and $76,700.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote 1099 Insurance Agent, and why are they important?

To thrive as a Remote 1099 Insurance Agent, you need strong sales acumen, comprehensive knowledge of insurance products, and a valid state insurance license. Familiarity with CRM software, quoting systems, and digital communication tools is typically required. Excellent self-motivation, communication, and customer relationship skills help agents stand out in a remote, commission-driven environment. These abilities are crucial for effectively building a client base, meeting sales targets, and succeeding independently in a competitive market.

What is a Remote 1099 Insurance Agent?

A Remote 1099 Insurance Agent is an independent contractor who sells insurance policies from a remote location, rather than working onsite at an agency or company office. The '1099' refers to the IRS tax form used for independent contractors, meaning they are not employees but self-employed individuals responsible for their own taxes. These agents typically earn commissions on the policies they sell and have flexibility in setting their own schedules. They often work with multiple insurance companies and must handle their own marketing, client acquisition, and administrative tasks.

What is the difference between Remote 1099 Insurance Agent vs Remote 1099 Insurance Broker?

AspectRemote 1099 Insurance AgentRemote 1099 Insurance Broker
CredentialsLicenses required for specific insurance typesSame as Insurance Agent, plus ability to represent multiple carriers
Work EnvironmentIndependent, remote salesIndependent, remote sales with broader carrier access
Employer/Industry UsageOften contracted directly with insurance companies or agenciesTypically contracted with multiple carriers or as an independent broker
Search/Comparison IntentFocus on individual insurance sales rolesFocus on roles involving multiple carrier representation

While both roles operate remotely as 1099 independent contractors, a Remote 1099 Insurance Agent primarily sells policies for specific insurance companies, requiring relevant licenses. A Remote 1099 Insurance Broker, on the other hand, can represent multiple carriers, offering clients broader options. The key difference lies in carrier access and licensing scope, impacting the sales approach and client offerings.

What are some common challenges faced by Remote 1099 Insurance Agents, and how can they be addressed?

Remote 1099 Insurance Agents often face challenges such as managing their own schedule, generating leads independently, and staying motivated without direct supervision. Building a strong daily routine, leveraging digital marketing strategies, and actively participating in virtual networking or training sessions can help overcome these hurdles. Additionally, effective communication with clients and insurance carriers is crucial, so utilizing reliable technology and CRM tools is highly recommended. Proactively seeking mentorship or support from online agent communities can also provide valuable guidance and encouragement.
What are the most commonly searched types of 1099 Insurance Agent jobs in Springfield, MA? The most popular types of 1099 Insurance Agent jobs in Springfield, MA are:
What are popular job titles related to Remote 1099 Insurance Agent jobs in Springfield, MA? For Remote 1099 Insurance Agent jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Remote 1099 Insurance Agent jobs in Springfield, MA look for? The top searched job categories for Remote 1099 Insurance Agent jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Remote 1099 Insurance Agent jobs? Cities near Springfield, MA with the most Remote 1099 Insurance Agent job openings:
Remote 1099 Insurance Agent jobs near you
Infographic showing various Remote 1099 Insurance Agent job openings in Springfield, MA as of June 2026, with employment types broken down into 58% Full Time, and 42% Part Time. Highlights an 100% Remote job distribution, with an average salary of $64,794 per year, or $31.2 per hour.
Licensed Insurance Agent

Licensed Insurance Agent

HealthMarkets Insurance Agency

Glastonbury, CT • Remote

$50K - $120K/yr

Contractor

Posted 24 days ago

Job description

HealthMarkets Overview Job Description:

If you’re looking for an exciting opportunity where you can change people’s lives and achieve financial success as an independent licensed insurance agent, you’ve come to the right place. Becoming an independent licensed insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers licensed insurance agents the resources and support they need to grow their businesses and succeed in the industry, all while making a difference in people’s lives.

And who are we? HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses. Millions of Americans depend on us to help explore their insurance coverage options – and we’re looking for licensed insurance agents like you to help us continue that mission.

So, whether you’re an experienced insurance agent looking for your next opportunity or are just starting out and looking for an opportunity to demonstrate your talents, HealthMarkets is the career move that can help change your life.

Job description:

If you’re a licensed insurance agent with 4-5 years of experience, we want you. As an independently contracted licensed insurance agent with HealthMarkets, you’ll be collaborating with one of the largest independent health insurance agencies in the US. You’ll have the opportunity to grow a business, all while making a difference in people’s lives.

Not only that, but HealthMarkets will offer you the resources you need to succeed. We’ll give you access to leads, quoting tools, training resources, and more so you can focus on what you do best: selling. Contact us today and succeed on your terms with HealthMarkets.

Disclaimer: Licensed Insurance Agents with HealthMarkets Insurance Agency are self-employed acting as independent contractors and not as employees. HealthMarkets independent licensed insurance agents shall for all purposes be deemed to be independent contractors and shall have no authority to act or represent themselves as an employee or partner of HealthMarkets Insurance Agency. An Independent licensed insurance agent with HealthMarkets is a commission only opportunity. HealthMarkets Insurance Agency, Inc., is licensed as an insurance agency nationwide except in MA. Not all agents are licensed to sell all products. Service and product availability may vary by state.

51934-HM-0225

Company Description

Expect to have both a life and a career with HealthMarkets. When you join us as a Licensed Independent Insurance Agent, you'll be building a business that you control with our support. So, you can head out for a run, be there for your kid's soccer matches – even chase tornadoes if that's your thing. Start succeeding on your terms.
HealthMarkets is a technology-enabled health insurance marketplace that delivers high-touch, customized health and supplemental insurance solutions. Our Licensed Independent Insurance Agents serve our customers by helping families, individuals, and small businesses find the coverage they need at a price they can afford.