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Insurance Agent Jobs in Chester, VA (NOW HIRING)

Pioneer Agency

Insurance Agent

Richmond, VA · Remote

$50K - $75K/yr

We are a fast-growing insurance agency dedicated to providing individuals and families with life, health, and retirement insurance solutions. We are seeking motivated individuals who are eager to ...

Alchemy Financial Group

Insurance Agent

Chester, VA · On-site

$75K - $105K/yr

Life Insurance Broker- Commission Based We are looking for a competitive Insurance Sales Representative to help us expand our business by actively assisting senior citizens within their community.

Alchemy Financial Group

Insurance Agent

Richmond, VA · On-site

$75K - $105K/yr

Life Insurance Broker- Commission Based We are looking for a competitive Insurance Sales Representative to help us expand our business by actively assisting senior citizens within their community.

Alchemy Financial Group

Insurance Agent

Richmond, VA

$75K - $105K/yr

Life Insurance Broker- Commission Based We are looking for a competitive Insurance Sales Representative to help us expand our business by actively assisting senior citizens within their community.

Alchemy Financial Group

Insurance Agent

Chesterfield, VA · On-site

$75K - $105K/yr

Life Insurance Broker- Commission Based We are looking for a competitive Insurance Sales Representative to help us expand our business by actively assisting senior citizens within their community.

Alchemy Financial Group

Insurance Agent

Hanover, VA

$75K - $105K/yr

About the Insurance Broker position We are looking for a skilled Insurance Broker to join our team and help us with managing our business development activities. Your duties will include finding new ...

Duchin Agency

Be Seen First

Life Insurance Agent

Richmond, VA · Remote

$50K - $120K/yr

Steve Duchin Insurance Broker National Recruiter No agent's success, earnings, or production results should be viewed as typical, average, or expected. Not all agents achieve the same or similar ...

New

Promoted2

Remote Insurance Agent

Richmond, VA · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year income with full training and qualified leads provided - join a fast-growing national financial services ...

Williams Insurance Group

Life Insurance Agent

Richmond, VA · Remote

$75K - $100K/yr

You do not need prior insurance or sales experience to get started. We provide training, mentorship, and a proven system designed to help you succeed. This is a great fit for someone who is coachable ...

WB Agency

Sales Agent (Insurance)

Richmond, VA · On-site +1

$70K - $100K/yr

Position Overview The Insurance Agent serves as the first point of contact between the insurance company and prospective clients, meeting with individuals to assess their insurance needs, collect ...

Planright

Sales Agent (Insurance)

Richmond, VA · On-site +1

$70K - $100K/yr

Position Overview The Insurance Agent serves as the first point of contact between the insurance company and prospective clients, meeting with individuals to assess their insurance needs, collect ...

Lone Star Careers

Remote Insurance Agent

Richmond, VA · Remote

$69K - $150K/yr

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

HMG Careers

Remote Insurance Agent

Hopewell, VA · 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 ...

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Showing results 21-40

All JobsInsurance Agent JobsInsurance Agent Jobs in Chester, VA

Insurance Agent information

See Chester, VA salary details

$23K

$59.8K

$111.8K

How much do insurance agent jobs pay per year?

As of Aug 21, 2026, the average yearly pay for insurance agent in Chester, VA is $59,834.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,900.00 and $70,900.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an insurance agent, and why are they important?

To thrive as an Insurance Agent, you need a solid understanding of insurance products, sales techniques, and relevant regulations, often supported by a state insurance license. Familiarity with customer relationship management (CRM) software and quoting systems is typically required. Strong interpersonal skills, active listening, and persuasive communication help agents build trust and effectively address client needs. These competencies are vital for meeting sales targets, ensuring compliance, and maintaining long-term client relationships.

What are some common challenges insurance agents face when building their client base, and how can they overcome them?

Insurance Agents often encounter challenges such as establishing trust with new clients, differentiating themselves in a competitive market, and managing client rejections. To overcome these obstacles, agents typically focus on building strong relationships through personalized service, maintaining up-to-date product knowledge, and leveraging networking opportunities. Successful agents also use digital marketing tools and referrals to expand their reach and consistently follow up with prospects to nurture long-term relationships.

What is the difference between Insurance Agent vs Insurance Broker?

AspectInsurance AgentInsurance Broker
CredentialsLicensed to sell policies for specific insurance companiesLicensed to represent multiple insurance companies and offer a variety of policies
Work EnvironmentTypically employed by an insurance company or agencyWorks independently or for brokerage firms, representing multiple insurers
Employer & Industry UsageInsurance companies, agenciesBrokerage firms, independent agencies
Search & Comparison IntentLooking for agents to buy policies from specific insurersSeeking brokers who can compare policies across multiple insurers

While both Insurance Agents and Insurance Brokers assist clients with insurance policies, agents usually represent a single insurer, whereas brokers work independently to compare options across multiple companies. Understanding these differences helps you choose the right professional for your insurance needs.

Is an insurance agent a good career?

An insurance agent is a sales professional who helps clients select insurance policies and provides ongoing service. The career offers flexible hours, commission-based income, and requires strong communication and sales skills, with success often dependent on building a client base and obtaining relevant licenses. It can be a stable and rewarding career for those interested in finance and customer service.

Is it hard to make money as an insurance agent?

Making money as an insurance agent can vary based on experience, sales skills, and the ability to build a client base. Income often depends on commissions from policies sold, and success typically requires persistence, networking, and product knowledge. Some agents earn substantial income, while others may find it challenging initially.
More about Insurance Agent jobs

What are popular job titles related to Insurance Agent jobs in Chester, VA?

For Insurance Agent jobs in Chester, VA, the most frequently searched job titles are:

What job categories do people searching Insurance Agent jobs in Chester, VA look for?

The top searched job categories for Insurance Agent jobs in Chester, VA are:

What cities near Chester, VA are hiring for Insurance Agent jobs?

Cities near Chester, VA with the most Insurance Agent job openings:

Insurance Agent jobs near you
Infographic showing various Insurance Agent job openings in Chester, VA as of August 2026, with employment types broken down into 84% Full Time, 11% Part Time, and 5% Contract. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $59,834 per year, or $28.8 per hour.

Insurance Agent

Pioneer Agency

Richmond, VA • Remote

$50K - $75K/yr

Other

Medical, Life, Retirement

Re-posted 10 days ago

Job description

We are a fast-growing insurance agency dedicated to providing individuals and families with life, health, and retirement insurance solutions. We are seeking motivated individuals who are eager to build a rewarding career in the insurance industry. No prior licensing is necessary, as we will support you through the licensing process.

Key Responsibilities:

  • Consult with clients to assess their insurance needs and develop tailored solutions.
  • Present and recommend a range of insurance products, including Life, Health, and Retirement options.
  • Provide ongoing support to clients, fostering and maintaining positive relationships.
  • Manage leads and follow up with potential clients (training will be provided).
  • Stay informed about industry standards, trends, and compliance requirements.

What We Offer:

  • Step-by-step assistance with licensing if you are not currently licensed.
  • Comprehensive training and mentorship to ensure your success.
  • Remote work opportunities with flexible scheduling to fit your lifestyle.
  • Competitive commission structure with bonus potential based on performance.
  • Opportunities for career advancement in a supportive, team-focused environment.

Qualifications:

  • High school diploma or equivalent (required).
  • Strong communication and interpersonal skills.
  • Self-motivated with a strong desire to learn and grow.
  • Basic computer skills.
  • No prior insurance experience is necessary; training will be provided.

Work Location: Remote

Schedule: Flexible hours; set your own schedule.

If you are driven, coachable, and ready to embark on a new career path, we encourage you to consider this opportunity.