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

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... AO Globe Life is hiring Entry Level Insurance Sales Representatives to work with individuals who ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... AO Globe Life is hiring Entry Level Insurance Sales Representatives to work with individuals who ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... AO Globe Life is hiring Entry Level Insurance Sales Representatives to work with individuals who ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... AO Globe Life is hiring Entry Level Insurance Sales Representatives to work with individuals who ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... AO Globe Life is hiring Entry Level Insurance Sales Representatives to work with individuals who ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... AO Globe Life is hiring Entry Level Insurance Sales Representatives to work with individuals who ...

Lone Star Careers

Remote Life Insurance Agent

Joliet, IL · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... You will work remotely, serving clients by providing guidance and protection solutions for ...

HMG Careers

Remote Life Insurance Agent

Hammond, IN · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... You will work remotely, serving clients by providing guidance and protection solutions for ...

HMG Careers

Remote Life Insurance Agent

Waukegan, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... You will work remotely, serving clients by providing guidance and protection solutions for ...

Lone Star Careers

Remote Life Insurance Agent

Gary, IN · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... You will work remotely, serving clients by providing guidance and protection solutions for ...

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Showing results 21-40

All JobsWork Insurance JobsRemote Work Insurance JobsRemote Work Insurance Jobs in Chicago, IL

Remote Work Insurance information

See Chicago, IL salary details

$13

$32

$57

How much do remote work insurance jobs pay per hour?

As of Sep 13, 2026, the average hourly pay for remote work insurance in Chicago, IL is $32.66, according to ZipRecruiter salary data. Most workers in this role earn between $17.07 and $48.03 per hour, depending on experience, location, and employer.

What is remote work insurance?

Remote work insurance is a type of coverage designed to protect businesses and employees who work from home or outside traditional office settings. It typically addresses unique risks associated with remote work, such as equipment damage, cyber liability, and workers' compensation for injuries sustained while working remotely. This insurance ensures that both employers and employees are financially protected against unexpected incidents related to remote work arrangements.

What are some common challenges faced by professionals working in remote work insurance, and how can they be addressed?

Professionals in remote work insurance often face challenges related to communicating complex policy details across virtual channels and staying updated on rapidly evolving regulations affecting remote workers. Building strong relationships with clients and team members can require extra effort due to the absence of in-person interactions. To address these challenges, it's important to leverage digital collaboration tools, schedule regular check-ins, and participate in ongoing training to stay current with industry changes. Proactively sharing updates and maintaining transparent communication can foster trust and streamline workflows within remote teams.

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

To thrive as a Remote Work Insurance Specialist, you need expertise in insurance policies, risk assessment, and regulatory compliance, often supported by relevant certifications such as state insurance licenses. Familiarity with digital insurance platforms, CRM systems, and communication tools like Zoom or Slack is essential for managing remote client interactions and documentation. Exceptional self-motivation, time management, and strong communication skills set top performers apart in this position. These skills ensure accurate policy administration, regulatory adherence, and effective service delivery in a remote work environment.

What is the difference between Remote Work Insurance vs Freelance Writer Insurance?

AspectRemote Work InsuranceFreelance Writer Insurance
Credentials/CertificationsTypically no specific credentials requiredMay require proof of professional liability or specific writing-related coverage
Work EnvironmentRemote, often employed by companiesSelf-employed, independent contractor
Employer/Industry UsageUsed by companies hiring remote employeesUsed by freelance writers working independently
Comparison Search IntentYes, often searched togetherYes, related but distinct

Remote Work Insurance generally covers employees working remotely for a company, providing protection against work-related risks. Freelance Writer Insurance is tailored for independent writers, covering professional liability and equipment. While both protect remote workers, the key difference lies in employment status and coverage specifics.

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

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

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

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

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

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

Remote Work Insurance jobs near you
Infographic showing various Remote Work Insurance job openings in Chicago, IL as of September 2026, with employment types broken down into 1% As Needed, 79% Full Time, 17% Part Time, and 3% Contract. Highlights an 86% Physical, 2% Hybrid, and 12% Remote job distribution, with an average salary of $67,924 per year, or $32.7 per hour.

Hiring Remote Insurance Brokers

Chicago, IL • On-site, Remote

The Edelson Agency
See more jobs at The Edelson Agencyexternal

$70K - $90K/yr

Other

Re-posted 4 days ago

Job description

Insurance Broker
We are Seeking a motivated Insurance Broker to help clients find the right insurance coverage. Responsibilities include assessing client needs, recommending policies, managing applications, and providing ongoing support with claims and renewals. Affordable and detailed Leads. There is NO cold calling!! Ongoing in depth Training included.
Skills: Strong sales, customer service, and organizational abilities. Keeping a positive attitude and sincerity for clients needs.
Schedule: Remote work with flexible hours. Tailored to YOUR schedule
Join The Edelson Agency and build a rewarding career in insurance!
Apply now!

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