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

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 ...

Chubb

Field Property Claim Adjuster

Chicago, IL · Remote

$84K - $142K/yr

Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial ... a remote environment, conducting site inspections, developing scope, addressing coverage, and ...

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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.

Insurance Agent - Work From Home

Summers Agency

Chicago, IL • On-site, Remote

$70K - $125K/yr

Part-time

Posted 12 days ago

Job description

Help Families Protect What Matters Most - Remote Role
If you're looking for a career where you can make a real impact while building a strong income, this opportunity may be a great fit.
The Summers Agency is seeking individuals who enjoy helping others and want to grow within the insurance industry.
In this role, you'll work with families who are actively seeking coverage and guide them through their options in a clear and supportive way.
What You'll Do:
  • Connect with families who have requested information
  • Understand their needs and goals
  • Recommend coverage solutions that fit their situation

What We Provide:
  • Warm, qualified leads (no cold outreach)
  • Step-by-step training program
  • Ongoing mentorship and support
  • Clear path to leadership opportunities

Compensation:
  • Commission-based structure
  • Average $500-$700 per household
  • First-year earnings commonly $70k-$125k+

Who This Is For:
  • Strong communicators
  • People who enjoy helping others
  • Individuals looking for long-term growth

Apply today to start the process.

Apply