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Remote Health Insurance Jobs in Chicago, IL (NOW HIRING)

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

Remote Health Insurance information

See Chicago, IL salary details

$64.4K

$84.6K

$107.1K

How much do remote health insurance jobs pay per year?

As of Sep 5, 2026, the average yearly pay for remote health insurance in Chicago, IL is $84,574.00, according to ZipRecruiter salary data. Most workers in this role earn between $76,200.00 and $87,600.00 per year, depending on experience, location, and employer.

What are remote health insurance jobs?

Remote health insurance jobs involve working in sales or providing customer service to policy-holders. As a work-from-home insurance agent, you sell healthcare policies to customers. You communicate with each customer by phone or internet to define their coverage needs, then help them select an insurance plan that has the benefits to meet those needs. Your duties can include assisting clients as they complete paperwork to obtain coverage and answering questions from new or existing policy-holders.

What are some common challenges of working in a remote health insurance role, and how can they be managed?

A common challenge in remote health insurance roles is maintaining effective communication with both clients and team members, as much of the work relies on virtual interactions. To manage this, professionals often use secure digital platforms and regularly scheduled video meetings to stay connected. Another challenge is staying updated with changing regulations and insurance policies, which requires proactive participation in ongoing training and close collaboration with compliance teams. Time management and self-motivation are also crucial, as remote work requires balancing multiple tasks independently throughout the day.

What are the key skills and qualifications needed to thrive as a remote health insurance specialist, and why are they important?

To thrive as a Remote Health Insurance Specialist, you need a solid understanding of health insurance policies, claims processing, and regulatory compliance, often supported by a relevant degree or insurance license. Familiarity with CRM software, claims management systems, and digital communication tools is typically required. Strong attention to detail, problem-solving skills, and effective virtual communication set top performers apart. These skills ensure accurate claim handling, regulatory adherence, and excellent customer service in a remote work environment.

What is the difference between Remote Health Insurance vs Remote Medical Claims Processor?

AspectRemote Health InsuranceRemote Medical Claims Processor
Required CredentialsInsurance licenses, knowledge of health policiesMedical billing certifications, claims processing knowledge
Work EnvironmentHome-based, insurance companies or brokersHome-based, healthcare providers or insurance companies
Industry UsageInsurance industry, health plansHealthcare providers, insurance companies
Common Search/ComparisonRemote health insurance vs remote medical claims processor

Remote Health Insurance professionals focus on selling, managing, or advising on health insurance policies, often requiring licensing and industry knowledge. Remote Medical Claims Processors handle the review and processing of medical claims, typically needing billing certifications. Both roles are home-based and serve the healthcare and insurance sectors, but they differ in responsibilities and credentials.

More about Remote Health Insurance jobs

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

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

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

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

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

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

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

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

Remote Health Insurance jobs near you
Infographic showing various Remote Health Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 66% Full Time, 9% Part Time, 3% Temporary, and 22% Contract. Highlights an 100% Remote job distribution, with an average salary of $84,574 per year, or $40.7 per hour.

Independent Medicare Supplement Producer (1099)

Team Nexa Insurance Solutions

Chicago, IL • Remote

$55K - $295K/yr

Contractor

Medical, Life

Re-posted 12 days ago

Job description

Team Nexa Insurance Solutions – Health & Medicare Division
Team Nexa Insurance Solutions is expanding its Health & Medicare Division and is seeking licensed, independent Medicare producers who want to build a sustainable book of business with long-term renewal income..  In-person & Remote
Who This Opportunity Is For?
This opportunity is designed for experienced or currently licensed Life & Health insurance agents who are comfortable operating as independent producers and are looking to grow beyond a single-carrier or captive environment.  In-Person & Remote Sales Opportunities.  
 
What You’ll Do

Sell Medicare Supplements and related health products

Work with multiple well-known carriers (non-captive)

Build and manage your own book of business

Operate independently with training, systems, and support provided
 

Ideal Professional Background

Active Life & Health Insurance Producer License

Experience with Medicare Supplements, Medicare Advantage, or health products

Comfortable operating as an independent (1099) agent

Entrepreneurial mindset with a focus on long-term income and renewals
 

What This Is Not

Not a call-center or hourly customer service role

Not a W-2 employment position

Not an entry-level or unlicensed training role
 

What We Offer

Independent 1099 platform

Access to multiple top-tier carriers

Separate training and support for the Health & Medicare Division

Opportunity to expand income through renewals and cross-selling

This is an independent 1099 opportunity, not an employee (W-2) position.
If you currently hold an active Life & Health insurance license and are seeking an independent Medicare opportunity, we’d welcome the conversation.
*Individual Results Wil Vary*

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