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

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 ...

New

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 ...

New

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 ...

New

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 ...

New

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 ...

New

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 ...

New

Chime Insurance Group

Insurance Agent

Frankfort, IL · Remote

Chime Insurance Group is seeking a dedicated and knowledgeable Insurance Agent to join our dynamic ... Benefits Remote work. $50,000 plus commission Onboard now to start selling by Sept 1 and maximize ...

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

Remote work opportunities with flexible scheduling to fit your lifestyle. * Competitive commission ... No prior insurance experience is necessary; training will be provided. Work Location: Remote ...

Big I Illinois

Insurance Agent

IL · On-site +1

$60K - $150K/yr

... remote position. Compensation: $60,000.00 - $150,000.00 per year YOUR FUTURE as an Independent ... Independent insurance agents protect our customers by providing home, auto, business, life and ...

Summers Agency

Insurance Agent - Work From Home

Chicago, IL · On-site +1

$70K - $125K/yr

Help Families Protect What Matters Most - Remote Role If you're looking for a career where you can ... grow within the insurance industry. In this role, you'll work with families who are actively ...

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All JobsRemote Insurance Inspector JobsRemote Insurance Inspector Jobs in Chicago, IL

Remote Insurance Inspector information

What is a Remote Insurance Inspector job?

A Remote Insurance Inspector evaluates properties, businesses, or assets for insurance purposes without needing to visit in person. Using photos, videos, documents, and virtual tools, they assess risks, verify policy details, and ensure compliance with underwriting standards. This role often involves analyzing reports, communicating with policyholders, and collaborating with insurance companies. Strong attention to detail and knowledge of industry regulations are essential.

What does a typical workday look like for a Remote Insurance Inspector?

A typical day for a Remote Insurance Inspector involves scheduling and conducting inspections of properties—often by analyzing submitted photos and documentation, or occasionally performing virtual walk-throughs with clients. Inspectors review policies, evaluate risk factors, prepare detailed reports, and communicate findings to insurance companies and policyholders. Most work is performed independently, though collaboration with underwriting teams or claim adjusters may be required. Depending on the employer, you might handle a flexible workload and use online systems to organize tasks and submit your findings efficiently.

What are the key skills and qualifications needed to thrive in the Remote Insurance Inspector position, and why are they important?

To thrive as a Remote Insurance Inspector, you need a solid understanding of property and casualty insurance, attention to detail, and relevant field experience, often supported by an associate degree or industry certification. Familiarity with inspection software, digital cameras, and cloud-based reporting systems is essential for completing and submitting inspections remotely. Strong organizational skills, self-motivation, and effective communication are important soft skills that help in managing caseloads and interacting with clients. These skills ensure accurate assessments, timely reporting, and high-quality service in an independent, remote work environment.

What are the most commonly searched types of Insurance Inspector jobs in Chicago, IL? The most popular types of Insurance Inspector jobs in Chicago, IL are:
What are popular job titles related to Remote Insurance Inspector jobs in Chicago, IL? For Remote Insurance Inspector jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Insurance Inspector jobs in Chicago, IL look for? The top searched job categories for Remote Insurance Inspector jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Insurance Inspector jobs? Cities near Chicago, IL with the most Remote Insurance Inspector job openings:
Remote Insurance Inspector jobs near you
Infographic showing various Remote Insurance Inspector job openings in Chicago, IL as of June 2026, with employment types broken down into 75% Full Time, 8% Part Time, and 17% Contract. Highlights an 48% Physical, 3% Hybrid, and 49% Remote job distribution.

Remote Insurance Agent

Anderson Johnson Agency

Joliet, IL • Remote

$60K - $120K/yr

Full-time, Part-time, Contractor

Posted 19 days ago

Job description

The Anderson Johnson Agency is an independent insurance agency focused on protecting families through personalized life insurance solutions. Founded and led by Joe Anderson and Jill Johnson, our agency combines a proven sales system, quality leads, and hands-on mentorship to help licensed agents grow with confidence.

We are selectively adding licensed life 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 opportunity for licensed agents who want access to qualified leads, mentorship, and a proven process without micromanagement.

What You’ll Do
  • Connect with clients who have requested information about life insurance
  • Conduct phone or Zoom appointments
  • Assess client needs and recommend appropriate life insurance solutions
  • Follow up professionally and consistently
  • Use our CRM and virtual sales tools to manage your pipeline
  • Participate in ongoing virtual training and mentorship
What We Provide
  • Qualified leads from people actively looking for life insurance
  • No cold calling or contacting friends and family
  • CRM and virtual sales tools
  • Structured onboarding and ongoing support
  • Mentorship from experienced agency leadership
  • A simple, duplicatable sales process
  • Opportunity to grow within the agency over time
Why Anderson Johnson Agency
  • Mission-driven agency focused on protecting families
  • Mentorship from leaders with 30+ years of experience
  • Recognized for strong agency growth and leadership
  • Top Rookie Agency with over $860,000 in business protected
  • 525% agency growth
  • Supportive culture built around faith, family, ownership, and long-term growth
Qualifications
  • Active life insurance license required
  • U.S.-based applicants only
  • Comfortable with 1099 commission-based compensation
  • Strong communication and follow-up skills
  • Professional, coachable, and self-motivated
  • Comfortable working remotely and conducting virtual appointments
Role Details
  • Position Type: 1099 Independent Contractor
  • Compensation: Commission-based; earnings vary by activity and performance
  • Schedule: Flexible, remote; part-time or full-time
  • Location: Remote, United States

This is not a W-2 position. Earnings are commission-based and dependent on individual effort, consistency, and performance.

Job Types: Full-time, Part-time
Pay: $60,000–$120,000+ per year
Benefits: Work from home
Work Location: Remote