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Health Insurance Jobs in Chesterfield, VA (NOW HIRING)

HealthMarkets, Inc.

Insurance Agent

Richmond, VA · On-site

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 ...

HealthMarkets, Inc.

Insurance Agent

Glen Allen, VA

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 ...

The Davis Life Agency

Insurance Agent

Richmond, VA · On-site +1

$30K - $160K/yr

Potential to earn a raise every 2 months Health insurance available Earn equity in the company Opportunity to own your own agency (if desired, not required) Earn bonuses, get lots of personal ...

HealthMarkets, Inc.

Insurance Sales Agent

Richmond, VA · On-site

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 ...

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Showing results 1-20

All JobsHealth Insurance JobsHealth Insurance Jobs in Chesterfield, VA

Health Insurance information

See Chesterfield, VA salary details

$30.4K

$81.7K

$147.8K

How much do health insurance jobs pay per year?

As of Sep 1, 2026, the average yearly pay for health insurance in Chesterfield, VA is $81,655.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,000.00 and $95,100.00 per year, depending on experience, location, and employer.

What is a health insurance professional?

Health insurance professionals are individuals who work in the health insurance industry, helping people and organizations understand, purchase, and manage health insurance policies. Their roles can include explaining different health plans, assisting with claims, ensuring compliance with regulations, and providing customer support. They may work for insurance companies, as brokers, or for healthcare providers, and play a key role in making sure clients receive the coverage and benefits they need.

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

To thrive as a Health Insurance Specialist, you need a solid understanding of medical billing, coding procedures, and insurance regulations, often supported by a relevant certification such as Certified Professional Coder (CPC) or Certified Coding Specialist (CCS). Familiarity with claims processing software, electronic health records (EHR) systems, and industry-specific databases is essential. Attention to detail, problem-solving, and strong communication skills help specialists resolve discrepancies and assist clients effectively. These skills ensure accurate claim management, regulatory compliance, and excellent customer service in a complex, fast-paced industry.

What are some common challenges faced by professionals working in health insurance, and how can they be managed?

Professionals in health insurance often encounter challenges such as navigating complex regulations, addressing customer concerns about coverage, and keeping up with frequent policy updates. Managing these challenges requires strong attention to detail, effective communication skills, and ongoing training on industry changes. Working collaboratively with underwriters, claims specialists, and regulatory teams helps ensure accurate policy administration and responsive customer service.

What is the difference between Health Insurance vs Claims Adjuster?

AspectHealth InsuranceClaims Adjuster
Required CredentialsLicenses, certifications (e.g., health insurance licenses)Licenses, insurance adjuster certifications
Work EnvironmentOffice, healthcare settings, remoteInsurance companies, fieldwork, office
Industry UsageHealthcare, insurance providersInsurance claims processing, property & casualty
Common Search/ComparisonUnderstanding health coverage optionsEvaluating insurance claims and settlements

Health Insurance professionals focus on providing and managing health coverage plans, while Claims Adjusters evaluate insurance claims to determine coverage and settlement amounts. Both roles require insurance-related certifications and work within the insurance industry, but their daily tasks and environments differ significantly.

What are the most commonly searched types of Health Insurance jobs in Chesterfield, VA?

The most popular types of Health Insurance jobs in Chesterfield, VA are:

What cities near Chesterfield, VA are hiring for Health Insurance jobs?

Cities near Chesterfield, VA with the most Health Insurance job openings:

Health Insurance jobs near you
Infographic showing various Health Insurance job openings in Chesterfield, VA as of August 2026, with employment types broken down into 78% Full Time, and 22% Part Time. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $81,655 per year, or $39.3 per hour.

Licensed Life & Health Insurance Agent

Assurance Network

Chester, VA • Remote

$50K - $200K/yr

Other

Medical, Life

Re-posted 20 days ago

Job description

Licensed Life & Health Insurance Agent
Non-Captive | Residual Income | 1099

Medicare (T65) | ACA | Life

Tired of paying for dead or recycled leads?
Is E&O coverage holding you back from getting started?
We’re hiring licensed Life & Health agents ready to grow in Medicare (T65), ACA, and Life insurance.
This is a non-captive 1099 opportunity where you’re paid directly by carriers and retain ownership of your book of business.
Some free lead opportunities are available (availability varies). You’ll prospect daily, handle inbound calls, conduct virtual or in-person appointments, and close business compliantly.
We provide tools and support.
You bring the activity and follow-through.
Compensation:
  • Commission paid directly by carriers.
  • Medicare, ACA, and Life products.
  • Renewal income available.
  • Uncapped earning potential.
  • Build long-term residual income.
Requirements:
  • Active Life & Health License.
  • Comfortable making outbound calls.
  • Strong phone communication skills.
  • Self-motivated and disciplined.
  • Desktop/laptop (no tablets).
  • Hardwired internet (no WiFi).
  • Headset with microphone.
  • Quiet, professional workspace.
If you're ready to stop chasing bad leads and start building real production, apply today. Email your name and contact information to agents@assurance-network.com and be sure to include whether you’re interested in becoming a Life Insurance Agent, Health Insurance Agent, or both.
Non-captive.
Uncapped.
Performance-driven.