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Remote Health Insurance Agent Jobs in Chicago, IL

Harmony Health Plans Inc

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Licensed Health Agents - 1099 Remote | Leads Provided

Chicago, IL · Remote

$5.0K - $25K/mo

Harmony Health is partnering with licensed health agents nationwide to sell ACA Marketplace plans ... insurance. Don't have all three yet? Get started anyway and we'll show you how. - A reliable ...

Harmony Health Plans Inc

Be Seen First

Licensed Health Agents - 1099 Remote | Leads Provided

Chicago, IL · Remote

$5.0K - $25K/mo

Harmony Health is partnering with licensed health agents nationwide to sell ACA Marketplace plans ... insurance. Don't have all three yet? Get started anyway and we'll show you how. - A reliable ...

Promoted2

Remote Insurance Agent

Chicago, IL · 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 ...

Promoted2

Remote Insurance Agent

Gary, IN · 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 ...

Promoted2

Remote Insurance Agent

Chicago, IL · 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 ...

Big I Illinois

Insurance Agent

IL · On-site +1

$60K - $150K/yr

Qualifications: - A life, OR health, OR property and casualty license with at least one year of ... remote position. Compensation: $60,000.00 - $150,000.00 per year YOUR FUTURE as an Independent ...

GIA Legacy Planning

Life Insurance Agent

Crown Point, IN · On-site +1

Life Insurance Agent Location: Work from Home Job Type: Full-Time/Part-Time/Commission-Based About ... Flexible work schedule (remote positions) * Comprehensive training and mentorship programs * Access ...

Anderson Johnson Agency

Remote Insurance Agent

Joliet, IL · Remote

$60K - $120K/yr

... insurance agents who are professional, coachable, self-motivated, and interested in building long-term success in a supportive, values-based environment. This is a remote, commission-based ...

Lone Star Careers

Remote Insurance Agent

Chicago, IL · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Harvey, IL · Remote

$69K/yr

  • Medical

  • Dental

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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All JobsHealth Insurance Agent JobsRemote Health Insurance Agent JobsRemote Health Insurance Agent Jobs in Chicago, IL

Remote Health Insurance Agent information

See Chicago, IL salary details

$25.8K

$67K

$125.3K

How much do remote health insurance agent jobs pay per year?

As of Aug 18, 2026, the average yearly pay for remote health insurance agent in Chicago, IL is $67,035.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,900.00 and $79,400.00 per year, depending on experience, location, and employer.

What is a remote health insurance agent?

A Remote Health Insurance Agent is a licensed professional who helps individuals and businesses select appropriate health insurance plans while working from a remote location, such as their home. They communicate with clients via phone, email, or video calls to understand their needs and present suitable insurance options. Additionally, remote agents assist with policy enrollment, answer questions about coverage, and provide ongoing support. This role typically requires state licensure and strong communication skills. Working remotely allows agents to serve clients across various regions and maintain flexible work schedules.

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

To thrive as a Remote Health Insurance Agent, you need a comprehensive understanding of health insurance products, strong sales abilities, and a valid state insurance license. Familiarity with customer relationship management (CRM) software, quoting platforms, and telephony systems is typically required. Outstanding communication, self-motivation, and problem-solving skills help agents build trust and effectively address client concerns remotely. These competencies are crucial for meeting sales targets, maintaining regulatory compliance, and delivering exceptional customer service in a virtual work environment.

How do remote health insurance agents typically collaborate with team members and clients while working from home?

Remote Health Insurance Agents often use a mix of digital tools, such as video conferencing, instant messaging, and cloud-based CRM platforms, to stay connected with both clients and colleagues. Regular virtual meetings and training sessions help agents stay updated on policy changes and sales strategies. Effective communication and timely follow-ups are essential, as most client interactions happen via phone or online channels. Team collaboration is crucial for sharing leads, discussing challenging cases, and ensuring compliance with regulations, all while maintaining a high level of customer service remotely.

What is the difference between Remote Health Insurance Agent vs Remote Life Insurance Agent?

AspectRemote Health Insurance AgentRemote Life Insurance Agent
Required CertificationsHealth insurance licenses, certifications in health plansLife insurance licenses, certifications in life policies
Work EnvironmentRemote, customer service, salesRemote, sales, client consultations
Employer & Industry UsageHealth insurance providers, brokersLife insurance providers, brokers
Search & Comparison IntentCompare health insurance options, licensingCompare life insurance policies, licensing

Remote Health Insurance Agents focus on health plans and require health insurance licenses, while Remote Life Insurance Agents specialize in life policies and hold relevant life insurance licenses. Both roles are remote, customer-focused, and common in insurance brokerages, but they serve different insurance sectors.

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

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

What are popular job titles related to Remote Health Insurance Agent jobs in Chicago, IL?

For Remote Health Insurance Agent jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Health Insurance Agent jobs in Chicago, IL look for?

The top searched job categories for Remote Health Insurance Agent jobs in Chicago, IL are:

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

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

Remote Health Insurance Agent jobs near you
Infographic showing various Remote Health Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 2% As Needed, 77% Full Time, 16% Part Time, and 5% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution, with an average salary of $67,035 per year, or $32.2 per hour.

Licensed Health Agents - 1099 Remote | Leads Provided

Harmony Health Plans Inc

Chicago, IL • Remote

$5.0K - $25K/mo

Contractor

Posted 29 days ago

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Job description

Your only cost is your own licensing - everything else is on us. Harmony Health is partnering with licensed health agents nationwide to sell ACA Marketplace plans as independent 1099 partners this Open Enrollment. We bring the machine; you bring the license.


Nothing out of your pocket:

- Leads provided at no out-of-pocket cost to you

- Phone system and software included - $0 upfront

- All carrier appointments set up through us, so you're ready on day one

- CMS guidelines provided so you sell clean and compliant

- Your only cost is your own licensing


How you earn - three ways

- A weekly upfront advance for every member you enroll, paid weekly

- Monthly residuals - ongoing per-member income for as long as your customers stay active

- Overrides - recruit or refer other licensed agents under you and earn on their production

- Add dental, vision, and accident coverage for more income and a stickier book


On your terms:

- 1099 independent partnership - you're the boss, you set your own hours

- 100% remote - work from anywhere

- You own your book - every customer you enroll is yours to keep


What you need:

- Active health licenses in FL, TX, and GA (minimum - more is better) + E&O insurance. Don't have all three yet? Get started anyway and we'll show you how.

- A reliable computer and a wired Ethernet connection


The honest part:

Open Enrollment runs November 1 - January 15. The weekly advance is an advance - subject to chargebacks if a policy doesn't stay active and paid for three full months. Write clean business that sticks. Compliance always comes first.


Ready to get started with nothing out of pocket? Apply now.


Company Description

With decades of combined industry experience, Harmony Health blends time‐tested strategies with innovative tools to help agents excel in the Health Insurance Marketplace. We are a modern, growth‐focused agency built for independent professionals who want freedom, flexibility, and real earning potential..

We equip Marketplace agents with proven systems, hands‐on guidance, and a supportive network that accelerates success. Our model is simple: give agents the structure they need to thrive while preserving the independence they value.

At Harmony Health, you build a career for yourself—not by yourself. We champion entrepreneurship, reward performance, and create an environment where motivated individuals can grow quickly and make a meaningful impact in the communities they serve.