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

CYM Living LLC

Field Operations Inspector

Chicago, IL · On-site

Company-Paid Life Insurance and Long-Term Disability * 401(k) with Generous Company Match * Paid ... Field Operations Inspector at CYM Living. We look forward to reviewing your application and ...

CYM Living LLC

Field Operations Inspector

Chicago, IL · On-site

Company-Paid Life Insurance and Long-Term Disability * 401(k) with Generous Company Match * Paid ... Field Operations Inspector at CYM Living. We look forward to reviewing your application and ...

ERM

Inspectors (Field Based)

Rolling Meadows, IL · On-site

$28 - $35/hr

The role of an Inspector working within this program requires the use of multiple methods to ... insurance to benefits eligible * employees. *Benefits Eligibility is limited to Regular employees ...

Rose Paving

Field Analyst

Villa Park, IL · On-site

$60K - $70K/yr

Along with a competitive salary, we offer comprehensive benefits, including health insurance (PPO ... What you'll be doing The Field Inspector plays a key role in maintaining the quality and integrity ...

Ryan Companies

Quality Field Engineer

Chicago, IL

This role will focus on field inspection activities, documentation, and communication with trade ... Life Insurance * Educational Assistance * Paid Time Off (PTO) * Parenting Benefits * Long-term ...

Ryan Companies

Quality Field Engineer

Chicago, IL · On-site

This role will focus on field inspection activities, documentation, and communication with trade ... Life Insurance * Educational Assistance * Paid Time Off (PTO) * Parenting Benefits * Long-term ...

Ryan Companies

Quality Field Engineer

Chicago, IL · On-site

This role will focus on field inspection activities, documentation, and communication with trade ... Life Insurance * Educational Assistance * Paid Time Off (PTO) * Parenting Benefits * Long-term ...

Ryan Companies

Quality Field Engineer

Chicago, IL · On-site

This role will focus on field inspection activities, documentation, and communication with trade ... Life Insurance * Educational Assistance * Paid Time Off (PTO) * Parenting Benefits * Long-term ...

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Insurance Field Inspector information

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How much do insurance field inspector jobs pay per hour?

As of Sep 11, 2026, the average hourly pay for insurance field inspector in Chicago, IL is $25.96, according to ZipRecruiter salary data. Most workers in this role earn between $19.81 and $29.71 per hour, depending on experience, location, and employer.

What is an insurance field inspector?

An Insurance Field Inspector assesses properties, vehicles, or businesses to evaluate risks for insurance companies. They inspect physical conditions, verify claims, take photographs, and complete reports. Their findings help insurers determine policy rates, coverage, and claims validity. The job requires attention to detail, good communication skills, and knowledge of insurance guidelines.

What does an insurance field inspector do?

A typical day as an Insurance Field Inspector often involves traveling to various properties or sites to conduct in-person inspections, document conditions, and gather evidence such as photographs and measurements. Inspectors usually work independently, but may collaborate remotely with underwriters, claims adjusters, or office staff to clarify findings and complete reports. The role balances fieldwork with administrative tasks like writing detailed reports or uploading data through inspection management systems. Work schedules can be flexible, but may require prompt response times, especially after significant weather events or claims surges. This mix of autonomy, varied environments, and teamwork makes for a dynamic and engaging career path.

What are the key skills and qualifications needed to thrive as an insurance field inspector?

To thrive as an Insurance Field Inspector, you need strong analytical skills, attention to detail, and foundational knowledge of insurance policies or property assessment, often supported by relevant field experience or technical training. Familiarity with inspection software, digital cameras, and sometimes certifications like Adjuster Licensure or industry credentials is important for accurate documentation. Effective communication, time management, and problem-solving abilities help inspectors work independently while delivering prompt, clear reports. These skills and qualities are essential for ensuring thorough, reliable inspections that inform policy decisions and claims processing.

How do I become an insurance field inspector?

To become an insurance field inspector, you typically need a high school diploma or equivalent, a valid driver's license, and good communication skills. Some employers prefer candidates with experience in insurance, property inspection, or related fields, and may require knowledge of inspection tools or software. Certification is not always mandatory but can enhance job prospects and credibility in the field.

How do you become a certified insurance field inspector?

To become a certified insurance field inspector, candidates typically need a high school diploma or equivalent, relevant experience in property inspection or insurance, and may need to complete specific training programs. Certification requirements vary by employer or industry standards and often include passing an exam or demonstrating inspection skills, with some roles requiring ongoing education or licensing.

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

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

What are popular job titles related to Insurance Field Inspector jobs in Chicago, IL?

For Insurance Field Inspector jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Insurance Field Inspector jobs in Chicago, IL look for?

The top searched job categories for Insurance Field Inspector jobs in Chicago, IL are:

Insurance Field Inspector jobs near you
Infographic showing various Insurance Field Inspector job openings in Chicago, IL as of September 2026, with employment types broken down into 60% Full Time, 30% Part Time, and 10% Contract. Highlights an 100% In-person job distribution, with an average salary of $53,992 per year, or $26 per hour.

Field Operations Inspector

Chicago, IL • On-site

CYM Living LLC
Residential Properties Rental • 201 - 500 employees
Learn more about CYM Living LLCexternal

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 13 days ago

Job description

Overview: CYM Living - Where caring meets innovation. We are a national real estate firm with corporate headquarters in Chicago, IL, Indianapolis, IN, and just outside of New York City. Our mission is to provide our residents with an exceptional living experience, nurture a culture of community, and empower growth from within. As a vertically integrated firm, we lead with operations by taking a hands-on approach to real estate investment and property management. We accomplish our mission by incorporating data and technology with hyperlocal customer service to all units.
We are hiring a Field Operations Inspector to walk and inspect scattered-site multifamily buildings throughout Chicago. This is a high-activity, boots-on-the-ground role focused on identifying maintenance issues, auditing completed work, and holding teams accountable to building standards. .
If you're comfortable being on your feet all day, walking multiple buildings, and climbing stairs repeatedly, this role is for you.
What You'll Be Doing (Daily)
  • Walk multiple scattered-site apartment buildings across Chicago
  • Inspect common areas, hallways, stairwells, basements, vacant units, and exteriors
  • Identify maintenance, safety, and cleanliness issues
  • Audit maintenance and vendor work to confirm issues are fully completed; not just marked done
  • Re-walk prior issues to ensure proper follow-through
  • Take photos, document findings, and submit clear reports
  • Communicate issues directly to on-site and maintenance teams

Work Breakdown
  • 90% field work - walking buildings, inspections, re-checks
  • 10% office/admin - documentation, reporting, follow-ups

Ideal Candidate
  • Doesn't mind stairs, extensive walking, or working outdoors
  • Notices issues others overlook and take ownership to ensure they're resolved
  • Holds teams accountable and consistently follows up until work is completed correctly
  • Comfortable navigating Chicago neighborhoods and scattered-site properties
  • Communicates clearly and professionally with maintenance teams, vendors, and internal staff
  • Strong follow-up skills with the ability to track issues through completion
  • Works well as part of a team while also being self-directed in the field

Requirements
Physical & Field Requirements
  • On your feet most of the day
  • Climbing staircases repeatedly
  • Walking long distances in and between buildings
  • Working in all types of Chicago weather conditions

Must-Have Requirements
  • Reliable vehicle and valid driver's license (daily travel between scattered sites required)
  • Comfortable working independently in the field
  • Strong attention to detail and follow-through
  • Able to use a phone or tablet for photos, checklists, and reporting
  • Prior experience in property management, maintenance, construction, inspections, or facilities is a plus

Benefits
We offer our full-time employees a comprehensive benefits package that includes:
  • Medical, Dental, and Vision Coverage
  • Flexible Spending and Health Savings Accounts
  • Short-Term Disability and Supplemental Life Insurance
  • Employee Assistance Program
  • Fitness and Well-Being Program
  • Company-Paid Life Insurance and Long-Term Disability
  • 401(k) with Generous Company Match
  • Paid Time Off (PTO), Paid Sick Time, and Paid Holidays

How to Apply:
Please submit your resume and cover letter detailing your qualifications and interest in the Field Operations Inspector at CYM Living. We look forward to reviewing your application and discussing how you can contribute to our team.
CYM Living is an equal opportunity employer.
SALARY RANGE: $75 - $80K per year

Apply