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Health Insurance Sales Jobs in Connecticut (NOW HIRING)

Comparion Insurance Agency

$50K - $76K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...

Comparion Insurance Agency

$50K - $76K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to ...

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All JobsHealth Insurance Sales JobsHealth Insurance Sales Jobs in Connecticut

Health Insurance Sales information

See Connecticut salary details

$28.1K

$87.6K

$133.7K

How much do health insurance sales jobs pay per year?

As of Sep 5, 2026, the average yearly pay for health insurance sales in Connecticut is $87,629.00, according to ZipRecruiter salary data. Most workers in this role earn between $65,200.00 and $110,300.00 per year, depending on experience, location, and employer.

What does a health insurance sales representative do?

A Health Insurance Sales representative helps clients understand, compare, and purchase health insurance policies that best meet their needs. They explain coverage options, answer questions about premiums and benefits, and assist clients with the application process. These professionals may work for insurance companies, brokers, or as independent agents, and often provide ongoing support to policyholders. Their goal is to ensure customers have the right coverage and understand how to use their health insurance effectively.

What are the key skills and qualifications needed to thrive as a health insurance sales representative?

To thrive as a Health Insurance Sales Representative, you need strong knowledge of insurance products, sales acumen, and often a state-specific insurance license. Familiarity with Customer Relationship Management (CRM) software, quoting tools, and online enrollment platforms is typically required. Outstanding interpersonal communication, active listening, and persuasive negotiation skills help build client trust and close sales. These skills and qualifications are crucial for effectively matching clients with suitable plans, ensuring regulatory compliance, and meeting sales targets in a competitive industry.

What are some common challenges faced by health insurance sales professionals, and how can they be overcome?

Health insurance sales professionals often encounter challenges such as navigating complex insurance products, staying compliant with changing regulations, and building trust with clients who may be skeptical about coverage options. Overcoming these challenges requires continuous learning, strong communication skills, and a client-focused approach. Successful agents stay updated on industry changes, leverage technology for efficient client management, and build relationships through clear, honest conversations to address client concerns and needs.

What is the difference between Health Insurance Sales vs Health Insurance Underwriter?

AspectHealth Insurance SalesHealth Insurance Underwriter
Required CredentialsLicenses, sales certificationsDegree in finance, insurance, or related field; certifications
Work EnvironmentOffice, remote, client meetingsOffice-based, analytical setting
Employer & Industry UsageInsurance agencies, brokers, carriersInsurance companies, underwriting departments
Common Search & ComparisonSales roles, insurance sales jobsUnderwriting roles, insurance underwriting jobs

Health Insurance Sales focuses on selling insurance policies to clients, requiring sales skills and licenses. Health Insurance Underwriters evaluate risks and determine policy terms, often requiring analytical skills and industry certifications. While both roles are within the insurance industry, they serve different functions: sales versus risk assessment.

How to become a health insurance sales?

To become a health insurance sales agent, you typically need a high school diploma or equivalent, complete state licensing requirements which involve passing a licensing exam, and often gain knowledge of insurance products and regulations. Strong communication skills and sales experience are beneficial, and some agents pursue certifications such as the Certified Insurance Counselor (CIC).

Is selling health insurance a good side hustle?

Health insurance sales can be a viable side hustle for individuals with strong communication skills and an understanding of insurance products. It often requires obtaining a license and working flexible hours, making it suitable for those seeking additional income outside of a primary job. However, income can vary based on commissions and sales volume.

What are popular job titles related to Health Insurance Sales jobs in Connecticut?

For Health Insurance Sales jobs in Connecticut, the most frequently searched job titles are:

What job categories do people searching Health Insurance Sales jobs in Connecticut look for?

The top searched job categories for Health Insurance Sales jobs in Connecticut are:

What cities in Connecticut are hiring for Health Insurance Sales jobs?

Cities in Connecticut with the most Health Insurance Sales job openings:

Health Insurance Sales jobs near you
Infographic showing various Health Insurance Sales job openings in Connecticut as of August 2026, with employment types broken down into 75% Full Time, and 25% Part Time. Highlights an 87% In-person, and 13% Remote job distribution, with an average salary of $87,629 per year, or $42.1 per hour.

Insurance Sales Associate

Comparion Insurance Agency

Middlebury, CT • On-site

$50K/yr

Full-time

Re-posted 12 days ago

Job description

Description
We are looking for an Insurance Sales Associate to join our team in our Middlebury office. This is not a remote position.
We're Hiring Immediately!
As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to listen and empathize are key in being the initial contact for our customers. Success in this role will require building a strong local network and in-person relationship in the community.
Working for Comparion Insurance Agency, a Liberty Mutual company, means working for a company that's committed to advancing an inclusive environment. We do that through leadership development programs aimed at advancing, engaging, and retaining under-represented talent and our Employee Resource Groups, which strengthen our inclusive workplace, enhance personal development, and provide ways for employees to connect, learn and engage.
Ready to find out what it means to work for an agency that is backed by Liberty Mutual-a Fortune 100 company that's committed to putting people first, acting responsibly and making things better?
Responsibilities:
  • Utilize consultative sales techniques to prospect and initiate new business sales.
  • Assists in the processing of new business, including contacting customers to finalize sales and service transactions.
  • Identifies cross selling opportunities for Sales Agent.
  • Contributes to and executes a marketing plan with the Sales Agent.
  • Identifies mass marketing prospects through existing book of business and community prospecting opportunities.
  • Meet monthly goals for new business sales.
  • Completes follow-ups on new policies in order to keep retention level high and capitalize cross-selling opportunities.
  • Coordinates activities with other departments to ensure quality customer service
  • Acts as initial contact in addressing customer concerns regarding establishment of policies and new account status.
  • Unlicensed candidates will be enrolled in a new hire training class once they begin working for Comparion. The training includes a licensing training program in which Comparion covers the cost of training materials and exam fees.

External Qualifications
  • High School Degree
  • 1-2 years of relevant sales experience preferred
  • Exceptional written and verbal communication skills
  • Ability to handle common objections and educate customers in a consultative manner
  • Demonstrated self-starter, motivated to learn and grow in a professional sales organization
  • Professional business acumen, strong presence and confidence
  • Resourceful team player that can contribute and accept new ideas
  • A state insurance license-or willingness to earn one with training and support-in Property & Casualty, and Life

About Us
Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.
In 2022, Comparion Insurance Agency was created to transition former Liberty Mutual exclusive agents to an agency that delivers a unique value proposition to carriers with over 2,000 agents in approximately 180 cities in 44 states. We offer customers 50 insurance companies with product breadth including auto, home, life, pet, renters, umbrella, jewelry and much more. We use our scale to deliver a first-rate customer experience through consultative insurance experts located in their communities.
Our Leadership team has over 200 years of cumulative insurance experience. At Comparion, we have a philosophy of staying close to our customers and agents, so sales leadership is located throughout the country in our larger storefronts. Comparion is owned and backed by Liberty Mutual Group, a Fortune 100 company, founded in 1912
Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.
Fair Chance Notices
  • California
  • Los Angeles Incorporated
  • Los Angeles Unincorporated
  • Philadelphia
  • San Francisco

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