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Weekend Insurance Agent Jobs in Naperville, IL (NOW HIRING)

Chime Insurance Group is seeking a dedicated and knowledgeable Insurance Agent to join our dynamic team. As an Insurance Agent at Chime Insurance Group, you will play a crucial role in helping ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

This includes insurance to protect what they have today and financial products to help them prepare ... an Exclusive Agent. With Horace Mann's expertise and your ambition, together, we can help you ...

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 ...

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 ...

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 ...

Insurance Agent

IL ยท On-site +1

$60K - $150K/yr

... insurance and financial industry that want to be fiercely independent, but not alone. We have built Red Oak with a focus on being agent-centric by combining the best of the independent model and the ...

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Weekend Insurance Agent information

See Naperville, IL salary details

$25K

$64.9K

$121.3K

How much do weekend insurance agent jobs pay per year?

As of Aug 4, 2026, the average yearly pay for weekend insurance agent in Naperville, IL is $64,925.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,400.00 and $76,900.00 per year, depending on experience, location, and employer.

Why do so many weekend insurance agents quit?

Weekend insurance agents often leave the role due to limited hours, lower pay, and lack of career advancement opportunities. The part-time schedule can also lead to job insecurity and difficulty balancing work with personal commitments, contributing to higher turnover rates.

Do weekend insurance agents work on weekends?

Weekend insurance agents typically work during weekends as part of their schedule, especially if they serve clients who are available outside regular weekday hours. Their work may include handling claims, providing customer service, or selling policies, often requiring flexibility to meet client needs. The specific schedule depends on the employer and the role's responsibilities.

What is the difference between Weekend Insurance Agent vs Part-Time Insurance Agent?

AspectWeekend Insurance AgentPart-Time Insurance Agent
CredentialsLicensing required, similar certificationsLicensing required, similar certifications
Work EnvironmentPrimarily weekend hours, flexible scheduleFlexible hours, may include weekdays and weekends
Employer & Industry UsageInsurance agencies, brokersInsurance agencies, brokers
Search & Comparison IntentFocus on weekend availability and part-time rolesBroader part-time roles, including weekdays

Weekend Insurance Agents typically work primarily on weekends, offering flexible scheduling for clients. Part-Time Insurance Agents may work during weekdays or weekends, with varied hours. Both roles require similar licensing and certifications, but the main difference lies in their scheduling focus and availability.

What are the most commonly searched types of Insurance Agent jobs in Naperville, IL? The most popular types of Insurance Agent jobs in Naperville, IL are:
What cities near Naperville, IL are hiring for Weekend Insurance Agent jobs? Cities near Naperville, IL with the most Weekend Insurance Agent job openings:
Infographic showing various Weekend Insurance Agent job openings in Naperville, IL as of July 2026, with employment types broken down into 1% Locum Tenens, 90% Full Time, 7% Part Time, and 2% Contract. Highlights an 93% Physical, 1% Hybrid, and 6% Remote job distribution, with an average salary of $64,925 per year, or $31.2 per hour.

Insurance Agent

Chime Insurance Group

Frankfort, IL โ€ข Remote

Full-time

Medical, Life

Re-posted 7 days ago


Job description

Chime Insurance Group is seeking a dedicated and knowledgeable Insurance Agent to join our dynamic team. As an Insurance Agent at Chime Insurance Group, you will play a crucial role in helping clients protect their assets, lives, and futures by providing expert guidance on various insurance products.

Requirements

Sell Life, Health & Medicare coverage remotely with a growing independent agency. 1099 contractor: $50,000 base + uncapped commission, weekly direct deposits, and free pre-screened inbound leads (Medicare A&B/Medicaid).

Requires an active Life & Health license in AZ, IL, MD, MI, NC, NY, OH, PA, TN, TX, or VA. Medicare/AHIP experience preferred; bilingual encouraged. Sell life insurance in any state you're licensed in.

Total flexibility, AI-powered tools, and ongoing training and support — seasonal or year-round.

Onboard now to start selling by Sept 1 and maximize AEP/OEP earnings.

Benefits

Remote work.

$50,000 plus commission

Onboard now to start selling by Sept 1 and maximize AEP/OEP earnings. Apply today.