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Remote Health Insurance Agent Jobs in Chicago, IL

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

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

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 ...

Lone Star Careers

Remote Insurance Agent

Gary, IN · Remote

$69K - $150K/yr

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 ...

Promoted2

Remote Insurance Agent

Elk Grove Village, IL · Remote

$69K/yr

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 ...

Promoted2

Remote Insurance Agent

Elgin, IL · Remote

$69K/yr

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 ...

Lone Star Careers

Remote Insurance Agent

Elgin, IL · Remote

$69K - $150K/yr

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 ...

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Showing results 1-20

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 19, 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 Life Insurance Agent

GIA Legacy Planning

Chicago, IL • On-site, Remote

Full-time

Posted 12 days ago

Job description

Licensed Life Insurance Agent
Company: GIA Legacy Planning
Location: Work from Home/ Remote Position
Job Type: Full-Time | Part-Time |Commission-Based
About Us:
Here, we're more than just an insurance agency - we're a family dedicated to helping individuals and families find the right financial protection for their needs. Our mission is to empower our agents with the latest technology, top-notch training, and a welcoming team environment where you can truly grow and succeed.
We're looking for motivated Licensed Life Insurance Agents who are ready to take their careers to the next level while enjoying the flexibility and freedom of remote work. Whether you're newly licensed, experienced, building part-time, or looking for a stronger place to plug in and grow, our team is designed to help you succeed at your own pace.
Why Join Us?
✔ Work from anywhere - 100% remote position with flexible hours
✔ Uncapped commission based earning potential
✔ Warm leads system - No cold calling required
✔ Daily comprehensive training & mentorship - We invest in your success
✔ Cutting-edge technology & CRM - Automate tasks and streamline sales
✔ Opportunities for advancement - Grow into leadership roles
✔ Supportive team culture - Be a part of a network of top agents
Responsibilities:
✔ Consult with clients to assess their insurance needs & recommend suitable coverage
✔ Educate clients on policy options and help them make informed decisions
✔ Manage the full sales cycle from prospecting to closing deals
✔ Maintain relationships with clients and provide ongoing policy support
✔ Stay up to date with industry trends and product knowledge
Qualifications:
✔ Active Life and/or Health Insurance License (Required)
✔ Strong communication and interpersonal skills
✔ Self-motivated with a drive for success
✔ Ability to work independently and remotely
Department Licensed Life Insurance Agent Role Licensed Life Insurance Agent Locations Chicago, IL Remote status Fully Remote

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