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Trainee Field Underwriting Inspector Jobs in Chicago, IL

Hyperiongrp

Underwriting Assistant

Chicago, IL · Hybrid

$24 - $32/hr

... inspections as needed Follow up for carrier subjectivities Issue Notices and handle mailings as ... field (i.e., Business, Economics, Finance, Accounting, Statistics, etc.) preferred Working ...

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Trainee Field Underwriting Inspector information

See Chicago, IL salary details

$75.2K

$103.3K

$123.6K

How much do trainee field underwriting inspector jobs pay per year?

As of Sep 6, 2026, the average yearly pay for trainee field underwriting inspector in Chicago, IL is $103,254.00, according to ZipRecruiter salary data. Most workers in this role earn between $94,300.00 and $112,800.00 per year, depending on experience, location, and employer.

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

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

Trainee Field Underwriting Inspector jobs near you
Infographic showing various Trainee Field Underwriting Inspector job openings in Chicago, IL as of June 2026, with employment types broken down into 15% As Needed, 77% Full Time, 6% Part Time, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $103,254 per year, or $49.6 per hour.

Waukegan, IL - Field Inspector - Insurance Loss Control

H & S Loss Control Inspections

Waukegan, IL • On-site

Contractor

Re-posted 15 days ago

Job description

Qualified Field Inspectors for Insurance Loss Control are needed in your area! Immediate placement available.

Pay: We pay a competitive standard flat fee per case -based on customer as well as, inspection type and complexity.
The dominant standard flat fee range is $60 - $75, with some exceptions.

Job Type: Independent Contractor

Qualifications

We are currently seeking inspector applicants who are qualified to work in the USA and have a history of direct experience completing commercial line inspections and/or have completed a training course such as, the VIITA Basic Commercial Line Inspector course or its equivalent.

Full Job Description of the Loss Control Inspector:

Receives assignments electronically and reviews for inspection requirements.

Schedules the inspection appointment with the Insured by phone, email, or text.

Inspects the property for potential issues or hazards pertaining to utilities/building systems (heating, wiring, plumbing), common areas, maintenance, protections, and life safety, etc. Take 20-35 exterior/interior photos. Take measurements with a measuring wheel or with online tools as needed.

Interviews the Insured for operations information, ages of the building systems, etc.

Communicates inspection status through online application.

Completes the inspection report on the web-based Loss Control 360 system with Rapid Sketch. Returns the completed report electronically (the reports consist of check-off questions, narrative, and digital photos).

Preferred skills:

  • 3-5 years' experience providing commercial insurance loss control inspections
  • Understanding of commercial property and casualty lines: property, general liability, and worker's compensation
  • Ability to work independently, manage your time effectively, and communicate well verbally and in writing
  • Comfortable completing reports online and uploading documents

Other Recommended Skills:

commercial building inspection ~ fire safety ~ industrial safety ~ environmental safety ~ construction work ~ customer service ~ online reporting and document handling ~ ability to travel approximately a 50-mile radius

Helpful (but not required) Professional certifications: CSP, OHST, ALCM, ARM

H&S Loss Control Inspections, Inc company information:

We have provided insurance underwriting Loss Control inspection reports since 1970 and we work directly with insurance Underwriters. Our friendly support staff are available to help you by assigning orders and assisting with questions.

Despite the challenges presented by recent events, H&S has been continuing to grow and successfully serve our customers with excellent reports and time service!

We look forward to hearing from all qualified applicants!

Employment Type: OTHER

Apply