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Insurance Agent Jobs in Chester, PA (NOW HIRING)

HealthMarkets, Inc.

Insurance Agent

Paoli, PA · On-site

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

HealthMarkets, Inc.

Insurance Agent

Camden, NJ

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

HealthMarkets, Inc.

Insurance Agent

Philadelphia, PA

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

HealthMarkets, Inc.

Insurance Sales Agent

Paoli, PA

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

HealthMarkets, Inc.

Insurance Sales Agent

Camden, NJ

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

Kemper

Licensed Insurance Agent

Philadelphia, PA · On-site

Licensed Insurance Sales Agent (with sign on bonus and uncapped commissions). Employment Type: Full-Time with Benefits Work Arrangement: Field Role Career and Opportunity Kemper is a diversified ...

Universal Benefits Marketing Firm,

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Life Insurance Agent

Philadelphia, PA · On-site

As an Life Insurance Agent, you'll have the opportunity to enjoy the perks of commission paid daily, lifetime renewals, exotic incentive trips, Health & Dental insurance for qualifying agents, Cash ...

Urgent

Universal Benefits Marketing Firm,

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Life Insurance Agent

Philadelphia, PA · On-site

As an Life Insurance Agent, you'll have the opportunity to enjoy the perks of commission paid daily, lifetime renewals, exotic incentive trips, Health & Dental insurance for qualifying agents, Cash ...

Urgent

Pioneer Agency

Insurance Agent

Wilmington, DE · Remote

$50K - $75K/yr

We are a fast-growing insurance agency helping individuals and families with life, health, and retirement insurance solutions. We're looking for motivated people who want to build a career in the ...

Pioneer Agency

Insurance Agent

Philadelphia, PA · 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 ...

Duchin Agency

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Life Insurance Agent

Norristown, PA · 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 ...

Kemper

Insurance Agent Trainee

Philadelphia, PA

Role:Life Insurance Sales Agent Employment Type: Full-Time with Benefits Work Arrangement: Field Role Career and Opportunity Kemper is a diversified insurance holding company that has been in ...

The Juris Agency

Executive Insurance Agent

Cherry Hill, NJ · On-site

$70 - $110/hr

We are looking for an Executive Insurance Agent who shares our belief that the best outcomes come from honest conversations, careful listening, and a genuine desire to help others thrive. When you ...

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All JobsInsurance Agent JobsInsurance Agent Jobs in Chester, PA

Insurance Agent information

See Chester, PA salary details

$24.1K

$62.7K

$117.2K

How much do insurance agent jobs pay per year?

As of Aug 29, 2026, the average yearly pay for insurance agent in Chester, PA is $62,724.00, according to ZipRecruiter salary data. Most workers in this role earn between $42,900.00 and $74,300.00 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 the most commonly searched types of Insurance Agent jobs in Chester, PA?

The most popular types of Insurance Agent jobs in Chester, PA are:

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

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

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

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

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

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

Insurance Agent jobs near you
Infographic showing various Insurance Agent job openings in Chester, PA as of August 2026, with employment types broken down into 1% As Needed, 69% Full Time, 23% Part Time, and 7% Contract. Highlights an 83% Physical, 1% Hybrid, and 16% Remote job distribution, with an average salary of $62,724 per year, or $30.2 per hour.

Insurance Agent

Paoli, PA • On-site

HealthMarkets, Inc.
See more jobs at HealthMarkets, Inc.external

Contractor

Re-posted 27 days ago

Job description

HealthMarkets Overview

If youre looking for an exciting opportunity where you can change peoples lives and achieve financial success as an independent insurance agent, youve come to the right place. Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in the industry, all while making a difference in peoples 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 were looking for independent insurance agents like you to help us continue that mission.

So, whether youre 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 youre an insurance agent with 4-5 years of experience, we want you. As an independent contractor licensed insurance agent with HealthMarkets, youll be collaborating with one of the largest independent health insurance agencies in the US. Youll have the opportunity to grow a flourishing business, all while making a difference in peoples lives.

Not only that, but HealthMarkets will offer you the resources you need to succeed. Well 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.

48640-HM-0523

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-0326

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