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Remote Health Insurance Agent Jobs in Chicago, IL

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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 ...

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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Showing results 1-20

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 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:

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.

Remote Health Insurance Agent - Own Your Book & Residuals Income

Harmony Health Plans Inc

Chicago, IL • Remote

$5.0K - $25K/mo

Contractor

Posted 28 days ago

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Job description

This isn't a job — it's your own business. Harmony Health is partnering with licensed health agents in [CITY] to sell ACA Marketplace plans as independent 1099 partners. You set your own hours, work 100% remote, and every customer you enroll becomes part of a book that's yours.

You work for yourself:

  • 1099 independent partnership — not a job, not employment. You're the boss.

  • Set your own hours; work from anywhere with a computer and a good connection

  • Partner under your own SSN or your own company

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

Build residual income:

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

  • A weekly upfront advance for every member you enroll

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

  • A book that keeps paying you month after month, even after the season ends

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

We bring the machine — you bring the license:

  • Leads provided at no out-of-pocket cost

  • Phone system and software included — $0 upfront

  • All carrier appointments set up through us

  • CMS guidelines provided so you sell clean and compliant

What you need:

  • Active health licenses in FL, TX, and GA (minimum) + 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 Nov 1 – Dec 15 (may extend to Jan 15 depending on plan year). The weekly advance is subject to chargeback if a policy doesn't stay active and paid for three full months — so write clean business that sticks. Compliance always comes first. Earnings examples are illustrative and not guaranteed.

Ready to build something that's yours? Apply now.

This isn't a job — it's your own business. Harmony Health is partnering with licensed health agents in [CITY] to sell ACA Marketplace plans as independent 1099 partners. You set your own hours, work 100% remote, and every customer you enroll becomes part of a book that's yours.

You work for yourself:

  • 1099 independent partnership — not a job, not employment. You're the boss.

  • Set your own hours; work from anywhere with a computer and a good connection

  • Partner under your own SSN or your own company

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

Build residual income:

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

  • A weekly upfront advance for every member you enroll

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

  • A book that keeps paying you month after month, even after the season ends

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

We bring the machine — you bring the license:

  • Leads provided at no out-of-pocket cost

  • Phone system and software included — $0 upfront

  • All carrier appointments set up through us

  • CMS guidelines provided so you sell clean and compliant

What you need:

  • Active health licenses in FL, TX, and GA (minimum) + 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 Nov 1 – Dec 15 (may extend to Jan 15 depending on plan year). The weekly advance is subject to chargeback if a policy doesn't stay active and paid for three full months — so write clean business that sticks. Compliance always comes first. Earnings examples are illustrative and not guaranteed.

Ready to build something that's yours? Apply now.

This isn't a job — it's your own business. Harmony Health is partnering with licensed health agents in [CITY] to sell ACA Marketplace plans as independent 1099 partners. You set your own hours, work 100% remote, and every customer you enroll becomes part of a book that's yours.

You work for yourself:

  • 1099 independent partnership — not a job, not employment. You're the boss.

  • Set your own hours; work from anywhere with a computer and a good connection

  • Partner under your own SSN or your own company

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

Build residual income:

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

  • A weekly upfront advance for every member you enroll

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

  • A book that keeps paying you month after month, even after the season ends

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

We bring the machine — you bring the license:

  • Leads provided at no out-of-pocket cost

  • Phone system and software included — $0 upfront

  • All carrier appointments set up through us

  • CMS guidelines provided so you sell clean and compliant

What you need:

  • Active health licenses in FL, TX, and GA (minimum) + 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 Nov 1 – Dec 15 (may extend to Jan 15 depending on plan year). The weekly advance is subject to chargeback if a policy doesn't stay active and paid for three full months — so write clean business that sticks. Compliance always comes first. Earnings examples are illustrative and not guaranteed.

Ready to build something that's yours? 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.