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Freelance Health Insurance Agent Jobs in Virginia

Licensed Health Insurance Agent

Virginia Beach, VA

$22 - $23/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Sentara Health offers a Dual Eligible Special Needs Plan (DSNP) called Sentara Community Complete ... The agent will also be responsible for providing insurance coverage quotes and educating the ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other ... HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized ...

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Freelance Health Insurance Agent information

See Virginia salary details

$11

$26

$58

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

As of Aug 17, 2026, the average hourly pay for freelance health insurance agent in Virginia is $26.29, according to ZipRecruiter salary data. Most workers in this role earn between $20.00 and $30.29 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.

Can you be a freelance health insurance agent as a side hustle?

A freelance health insurance agent can work as a side hustle, often selling policies independently or through agencies. This role typically requires licensing, knowledge of insurance products, and the ability to manage client relationships outside regular working hours.

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

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

What job categories do people searching Freelance Health Insurance Agent jobs in Virginia look for?

The top searched job categories for Freelance Health Insurance Agent jobs in Virginia are:

What cities in Virginia are hiring for Freelance Health Insurance Agent jobs?

Cities in Virginia with the most Freelance Health Insurance Agent job openings:

Infographic showing various Freelance Health Insurance Agent job openings in Virginia as of August 2026, with employment types broken down into 1% As Needed, 80% Full Time, 15% Part Time, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $54,677 per year, or $26.3 per hour.

Licensed Health Insurance Agent

TEKsystems

Virginia Beach, VA

$22 - $23/hr

Contractor

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 23 days ago


Job description

Description

his position will start by focusing on DSNIP and then switch over to Individual Plan during open enrollment season later in the year (October 1) DSNIP stands for Dual Eligible Special Needs Plan. It is a type of Medicare Advantage plan specifically designed for individuals who are "dual eligible", meaning they qualify for both: Medicare (typically for people aged 65+ or with certain disabilities), and Medicaid (based on income and other state-specific criteria). Sentara Health offers a Dual Eligible Special Needs Plan (DSNP) called Sentara Community Complete (HMO D-SNP), designed for individuals who qualify for both Medicare and Medicaid. Sentara Health’s DSNP strategy is centered around the "Exclusively Aligned Enrollment" model, which became mandatory in Virginia starting January 1, 2025. This model requires that members who are dual-eligible must receive both their Medicare and Medicaid benefits from the same health plan. Sentara is looking to get DSNIP Alignment of 11,000 Medicaid Members The government recently updated regulations to say that whatever plan a member has for Medicare, they have to use the same insurance company for their Medicaid. Sentara is the biggest Medicaid provider in Virginia and they do not want to lose any more members as they have already lost a lot of funding from the government. Any Dual Members can make changes to their policy once per month so this is a constant project and a huge push for Sentara right now. They have 10 different mailing campaigns going out between end of May - end of December so are expecting a lot of call volume from this. Our team will be focused on DSNP for a majority of the time between their start to AEP which is October 1- then their focus will shift to Individual Plan The volume will be very high but when inbound calls are not coming in - they will be handling outbound projects. Some examples of outbound projects- Care coordinators (medicaid side of business) send referrals - these people can be aligned to DSNP - the team will call CSNP retention efforts - need to show proof of chronic illness and certain medical documents to stay enrolled IFP - Kids aging off their parents plan over 26- calling them to get enrolled in a plan Expectation - Minimum conversion of calls to sales- 6% 10 enrollments per week is a good number to shoot for POSITION DUTIES AND PRIMARY RESPONSIBILITIES The Licensed Telesales Representative is responsible for educating beneficiaries about products, on their healthcare options and helping them make an informed decision on which plan is most appropriate for their individual health needs. Responsible for selling Dual Eligible Special Needs Plan (D-SNP) to eligible beneficiaries telephonically. This includes strict adherence to the Centers for Medicare and Medicaid Services (CMS) Sales and Marketing regulations and Sentara Health Plan policies and procedures. Only able to sell Sentara Health Plan products. Maintain yearly appropriate training and licensure renewal as required. Must have Virginia insurance license, have or be eligible for AHIP certification, Medicare and/or Contact Center experience. The typical day will be taking incoming calls from potential members who are looking to see if they qualify to enroll for coverage. Based on information that the prospective member provides the Insurance Agent will be evaluating to see if they qualify for an Individual or DSNIP Plan. The agent will also be responsible for providing insurance coverage quotes and educating the prospective member on plan inclusions and offerings. They will also be responsible for completing the enrollment if the caller would like to move forward with the plan. If the caller is not eligible they are letting them know who they can call for more information. In addition will responsible for transferring calls from those who call into the wrong department. If there is downtime there would be outbound calls to families who’s dependents are aging off of plan and offering individual quotes to those. This will be both inbound and outbound calls

Skills

Licensed Health Insurance, Call Center Sales

Top Skills Details

Licensed Health Insurance,Call Center Sales

Additional Skills & Qualifications

Licensed Health Insurance Need to be licensed in the state of Virginia if they are from out of state will take if they are open to get out of state license Need to get certified for Marketplace plans through CMS - its free Need to have health insurance sales Call center Computer skills - use Oracle, Microsoft Office especially MS Teams Needs to be really good navigating a computer Understanding of Medicare / DSNIP and Individual plan Positive, upbeat personality Quick learner but trainable and takes feedback well

Experience Level

Intermediate Level

Job Type & Location

This is a Contract position based out of Virginia Beach, VA.

Pay and Benefits

The pay range for this position is $22.00 - $23.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a fully remote position.

Application Deadline

This position is anticipated to close on Aug 7, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.