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Hourly Insurance Agent Jobs in Chicago, IL (NOW HIRING)

HealthMarkets, Inc.

Insurance Sales Agent

Chicago, IL · 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 Sales Agent

Waukegan, IL · 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 Sales Agent

Joliet, IL · 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 ...

Big I Illinois

Insurance Agent

IL · 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 ...

StaffMyAgency LLC

Insurance Agent

Mundelein, IL · On-site

$40K - $70K/yr

This program offers a unique opportunity to learn the insurance business from the inside out while working directly with a successful mentor agent. You'll gain hands-on experience, extensive training ...

NACBA

Insurance Agent - Crown Point, IN

Crown Point, IN · On-site

$50 - $90/hr

That's what makes an American Family Insurance Agent. It's a highly rewarding opportunity that allows you to create financial stability while making a positive impact on our customers' lives. If you ...

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Showing results 21-40

All JobsHourly Insurance Agent JobsHourly Insurance Agent Jobs in Chicago, IL

Hourly Insurance Agent information

See Chicago, IL salary details

$25.8K

$67K

$125.2K

How much do hourly insurance agent jobs pay per year?

As of Sep 6, 2026, the average yearly pay for hourly insurance agent in Chicago, IL is $66,982.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,800.00 and $79,300.00 per year, depending on experience, location, and employer.

What is an hourly insurance agent?

An Hourly Insurance Agent is a professional who sells and manages insurance policies, such as auto, home, life, or health insurance, and is compensated on an hourly wage rather than by commission. These agents assist clients in understanding coverage options, processing claims, and ensuring their insurance needs are met. Working hourly allows them to focus on customer service and unbiased advice, as their income does not depend on the number or size of policies sold. This role may be found in insurance agencies, call centers, or customer support teams.

What are the key skills and qualifications needed to thrive as an hourly insurance agent?

To thrive as an Hourly Insurance Agent, you need a strong understanding of insurance products, sales techniques, and state licensing requirements. Familiarity with customer relationship management (CRM) software, quoting systems, and digital communication tools is important for daily operations. Excellent interpersonal skills, active listening, and resilience in handling objections help you build client trust and close sales. These abilities are critical for meeting sales targets, maintaining compliance, and delivering quality customer service in a competitive market.

What are some common challenges faced by hourly insurance agents, and how can they be addressed?

Hourly insurance agents often face challenges such as meeting sales targets within limited working hours and managing a fluctuating client base. To address these, successful agents prioritize effective time management, focus on building strong client relationships, and stay updated on industry products and regulations. Collaborating closely with other team members, such as underwriters and customer service representatives, can also help resolve client issues efficiently. Additionally, ongoing training and mentorship programs offered by employers can support agents in improving their skills and achieving their goals.

What is the difference between Hourly Insurance Agent vs Commission-Based Insurance Agent?

AspectHourly Insurance AgentCommission-Based Insurance Agent
CompensationHourly wage regardless of salesCommission based on policies sold
Work EnvironmentTypically in retail or office settingsFieldwork and client meetings
Required CredentialsLicensing, insurance knowledgeLicensing, sales skills
Employer UsageInsurance agencies, brokeragesInsurance agencies, independent agents

Hourly Insurance Agents receive a fixed wage for their work hours, providing income stability. In contrast, Commission-Based Insurance Agents earn based on sales performance, which can lead to higher earnings but less income predictability. Both roles require licensing and industry knowledge, but their compensation structures and work environments differ significantly.

How much do hourly insurance agents get paid hourly?

Hourly insurance agents typically earn between $15 and $25 per hour, depending on experience, location, and the employer. Compensation may also include commissions or bonuses based on sales performance, and some agents work part-time or flexible schedules.

Why do most hourly insurance agents quit?

Many hourly insurance agents leave the job due to low pay, limited advancement opportunities, and high rejection rates that can lead to job dissatisfaction. The role often requires strong sales skills and resilience, and the compensation structure may not be sufficient to retain agents long-term.

What are the most commonly searched types of Insurance Agent jobs in Chicago, IL?

The most popular types of Insurance Agent jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Hourly Insurance Agent jobs?

Cities near Chicago, IL with the most Hourly Insurance Agent job openings:

Hourly Insurance Agent jobs near you

Insurance Sales Agent

HealthMarkets, Inc.

Chicago, IL • On-site

Contractor

Re-posted 5 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 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

Never worked in the health insurance industry before? Its no problem. If youve got an entrepreneurial spirit and drive and are ready to start your own business, we want you. At HealthMarkets, independent agents are given the opportunity to achieve financial success on their own time and schedule. Need to coach your childs soccer game? Or show up to a family event? Youve got the time because you work for yourself.

Plus, the opportunities for growth are endless. We provide you with the support, training, and resources you need to succeed on your terms. Get started today and watch your career take off to new heights.

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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