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Remote Health Insurance Agent Jobs in Chicago, IL

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 ... is a remote position. Compensación: $60,000.00 - $150,000.00 per year YOUR FUTURE as an ...

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 ...

HMG Careers

Remote Insurance Agent

Aurora, 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 ...

HMG Careers

Remote Insurance Agent

Naperville, 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 ...

HMG Careers

Remote Insurance Agent

Gary, IN · 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 ...

HMG Careers

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 ...

HMG Careers

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 ...

HMG Careers

Remote Insurance Agent

Chicago, 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 ...

HMG Careers

Remote Insurance Agent

Joliet, 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 ...

OLUSEGUN ORGANIZATION

Be Seen First

Remote Insurance Agent- No Experience Necessary!

Chicago, IL · Remote

$46K - $155K/yr

We are seeking a Remote Insurance Agent- No Experience Necessary! to join our team! You will be responsible for expanding the company's book of business by selling various types of insurance policies ...

Pioneer Agency

Insurance Agent

Chicago, IL · Remote

$50K - $75K/yr

We are a fast-growing insurance agency helping individuals and families with life, health, and ... Remote work opportunity with flexible scheduling * Competitive commission structure with bonus ...

Pioneer Agency

Insurance Agent

Chicago, IL · Remote

$50K - $75K/yr

Present and recommend a range of insurance products, including Life, Health, and Retirement options ... Remote work opportunities with flexible scheduling to fit your lifestyle. * Competitive commission ...

AO Summit Group

Licensed Insurance Agent

Chicago, IL · Remote

CA$750 - CA$9.0K/wk

The Licensed Insurance Agent plays a vital role in providing personalized insurance solutions to individual clients. This position focuses on policy sales and delivering excellent customer service ...

AO Summit Group

Licensed Insurance Agent

Chicago, IL · Remote

CA$750 - CA$9.0K/wk

The Licensed Insurance Agent plays a vital role in providing personalized insurance solutions to individual clients. This position focuses on policy sales and delivering excellent customer service ...

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Showing results 21-40

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 7, 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 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.

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 is the best insurance company to work for remotely?

For remote health insurance agents, companies like UnitedHealth Group, Cigna, and Humana are known for offering remote positions with flexible schedules and comprehensive training. These companies often provide competitive pay, benefits, and opportunities for career advancement in a remote work environment.

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.

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 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 1% As Needed, 76% Full Time, 18% Part Time, and 5% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $67,035 per year, or $32.2 per hour.

Remote Insurance Agent

Promoted2

Gary, IN • Remote

$60K - $110K/yr

Contractor

Posted 10 days ago

Job description

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 organization with unlimited earning potential.

About the Company

We're a national financial services organization helping families achieve long-term financial freedom through life insurance and investment protection. Built on integrity, transparency, and opportunity. Recognized among top producers for major IUL carriers nationwide - empowering agents to earn more without cold calling or lead generation.

We provide all tools, comprehensive training, proven scripts, and mentorship needed to build a successful career.

Role Overview

Remote Insurance Sales Agent - meet virtually with pre-qualified leads who requested information. Educate clients, present tailored solutions, and help families secure their futures - 100% from home. 1099 independent contractor role ideal for self-motivated individuals seeking control over income and schedule.

Responsibilities
  • Conduct virtual consultations with pre-qualified clients (no cold calling)
  • Present customized insurance and financial protection solutions
  • Manage client pipeline using our CRM system
  • Follow up to ensure satisfaction and policy retention
  • Attend team meetings, mentorship sessions, and ongoing training
  • Build scalable income through leadership and overrides
Qualifications

Required

  • Valid life insurance license (or willing to obtain - licensing guidance provided)
  • Strong communication and presentation skills
  • Self-motivated, coachable, goal-oriented
  • Eligible to work in the U.S.
  • Reliable high-speed internet and video conferencing setup

Preferred

  • Prior experience in sales, customer service, or financial services
  • Background in remote or independent contracting roles
  • Leadership or team-building experience
Compensation and Benefits

First year:$60,000-$110,000+

Long-term potential:$90,000-$250,000+

1099 independent contractor - uncapped commissions, team overrides, production bonuses, renewals starting at 1.75% from day one.

Key Benefits

  • Flexible fully remote schedule
  • Free pre-qualified appointments provided weekly (avg 6-10)
  • Comprehensive training, scripts, and one-on-one mentorship
  • Leadership advancement and team-building opportunities
  • No lead costs plus No cold calling
How to Apply

Ready to take control of your career and income? Apply today to start your interview process this week and join one of the fastest-growing teams in financial services.

Compliance Statement

We are an Equal Opportunity recruiter and welcome applicants from all backgrounds without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status. We may use automated tools, including artificial intelligence (AI), to screen and assess candidates. These tools support and do not replace human decision-making. By applying, you consent to the collection and use of your personal information for recruitment purposes in accordance with applicable data protection laws. (US only) 1099=independent contractor, not employee. Employment may be at-will per state law. Contact us for accommodations. All applications confidential.