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Senior Remote Insurance & Risk Management Jobs in Chicago, IL

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 ...

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 ...

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 ...

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 ...

Remote Insurance Agent

Joliet, 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 ...

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 ...

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 ...

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 ...

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 ...

Remote Insurance Agent

Naperville, 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 ...

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 ...

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 ...

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 ...

Remote Insurance Agent

Aurora, 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 ...

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 ...

Risk Manager

Chicago, IL · On-site +1

$105K - $132K/yr

... insurance requirements, and audit compliance. * Cross-Functional Collaboration: Partner closely with Operations, Compliance, Legal, and Finance to integrate risk management smoothly into daily ...

Remote Insurance Agent

Chicago, IL · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... Manage client pipeline using our CRM system * Follow up to ensure satisfaction and policy retention

Remote Insurance Agent

Gary, IN · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... Manage client pipeline using our CRM system * Follow up to ensure satisfaction and policy retention

Showing results 21-40

Senior Remote Insurance Risk Management information

See Chicago, IL salary details

$23.2K

$121.8K

$216.3K

How much do senior remote insurance & risk management jobs pay per year?

As of Aug 22, 2026, the average yearly pay for senior remote insurance & risk management in Chicago, IL is $121,823.00, according to ZipRecruiter salary data. Most workers in this role earn between $87,000.00 and $149,400.00 per year, depending on experience, location, and employer.

What is the difference between Senior Remote Insurance & Risk Management vs Remote Insurance Underwriter?

AspectSenior Remote Insurance & Risk ManagementRemote Insurance Underwriter
CredentialsTypically requires insurance licenses, risk management certifications, and experienceRequires insurance licenses, underwriting certifications, and industry experience
Work EnvironmentStrategic planning, client consultation, risk assessment, often in remote or hybrid settingsEvaluates applications, assesses risk, and approves policies, usually remote
Employer & Industry UsageInsurance companies, risk management firms, large corporationsInsurance carriers, underwriting agencies, brokers

Senior Remote Insurance & Risk Management professionals focus on strategic risk assessment and client consultation, often overseeing teams. Remote Insurance Underwriters primarily evaluate and approve insurance applications. Both roles require industry licenses and experience but differ in scope and responsibilities.

What are popular job titles related to Senior Remote Insurance & Risk Management jobs in Chicago, IL?

For Senior Remote Insurance & Risk Management jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Senior Remote Insurance & Risk Management jobs in Chicago, IL look for?

The top searched job categories for Senior Remote Insurance & Risk Management jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Senior Remote Insurance & Risk Management jobs?

Cities near Chicago, IL with the most Senior Remote Insurance & Risk Management job openings:

Infographic showing various Senior Remote Insurance & Risk Management job openings in Chicago, IL as of August 2026, with employment types broken down into 77% Full Time, 12% Part Time, 2% Temporary, and 9% Contract. Highlights an 100% Remote job distribution, with an average salary of $121,823 per year, or $58.6 per hour.

Remote Insurance Agent

Promoted2

Elgin, IL • Remote

$69K/yr

Full-time

Medical, Dental

Posted 21 days ago


Job description

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, serving clients by providing guidance and protection solutions for individuals and families.

What We Offer
  • Remote, work-from-home career
  • Average first-year earnings of $69K through commissions and bonuses
  • Increased earning potential in later years through performance and renewals
  • Residual income opportunities through client renewals
  • Unionized position with stock options
  • Comprehensive benefits package including medical, dental, and prescription coverage
  • Ongoing training and mentorship from experienced managers
  • High-quality leads provided with no cold calling friends or family
  • Flexible scheduling within a career-focused structure
  • Advancement and recognition opportunities with promotion from within
  • Supportive and collaborative virtual team environment
Qualities We Value
  • Willingness to learn and be coached through structured training
  • Friendly, outgoing, and professional communication style
  • Genuine desire to help others by providing guidance and solutions
  • Strong verbal communication and relationship-building skills
  • Sales or customer service experience is helpful but not required
Qualifications
  • Laptop or desktop computer with a working camera
  • Insurance license required or willingness to obtain one
  • Basic computer skills
  • Must reside in North America including the United States or Canada
  • We do not hire candidates residing outside North America
Responsibilities
  • Contact provided leads to schedule virtual meetings with clients
  • Present benefit programs and assist clients with enrollment
  • Build and maintain strong client relationships
  • Work closely with your manager to set goals and achieve them