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Freelance Home Insurance Inspector Jobs in Chicago, IL

Orkin

Home Sales Inspector

Plainfield, IL

Responsibilities What You'll Be Doing · Conducting full-home inspections (from attic to crawl ... Insurance o 401(k) with company match o Paid vacation, sick leave, and holidays o Employee Stock ...

Orkin LLC

Home Sales Inspector

Plainfield, IL · On-site

$70K - $100K/yr

Responsibilities What You'll Be Doing • Conducting full-home inspections (from attic to crawl ... Insurance o 401(k) with company match o Paid vacation, sick leave, and holidays o Employee Stock ...

Orkin

Home Sales Inspector

Mokena, IL

Responsibilities What You'll Be Doing · Conducting full-home inspections (from attic to crawl ... Insurance o 401(k) with company match o Paid vacation, sick leave, and holidays o Employee Stock ...

Top Roofing Company in Northern Illinois

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Property Inspector Storm Damaged Homes

Naperville, IL · On-site

$150K - $250K/yr

Position: Property Inspector Storm Damaged Homes We are looking for motivated and outgoing ... roofing solutions and insurance claims • Present and sell roofing solutions • Complete ...

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All JobsHome Insurance Inspector JobsFreelance Home Insurance Inspector JobsFreelance Home Insurance Inspector Jobs in Chicago, IL

Freelance Home Insurance Inspector information

See Chicago, IL salary details

$30.4K

$62.2K

$92.2K

How much do freelance home insurance inspector jobs pay per year?

As of Jul 29, 2026, the average yearly pay for freelance home insurance inspector in Chicago, IL is $62,165.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,400.00 and $72,600.00 per year, depending on experience, location, and employer.

Can you be a freelance home inspector?

A freelance home insurance inspector can work independently, often requiring relevant knowledge of building codes, inspection standards, and sometimes certification or licensing depending on the region. They typically perform property assessments for insurance purposes, using tools like inspection checklists and reports, and may set their own schedules. Licensing requirements vary by location and may include passing exams or obtaining specific credentials.

How much does a home inspector make per home?

A freelance home insurance inspector typically earns between $50 and $150 per inspection, depending on the complexity of the property and location. Inspectors often perform multiple inspections daily and may charge additional fees for detailed reports or specialized assessments.

Are home inspectors still in demand?

Home inspectors, including freelance home insurance inspectors, are still in demand as property transactions and insurance assessments require detailed inspections. The role often involves evaluating property conditions, which remains essential for insurance companies, real estate transactions, and property maintenance. Demand can vary based on the housing market and regional needs, but the profession generally offers ongoing opportunities.

What is the difference between Freelance Home Insurance Inspector vs Home Appraiser?

AspectFreelance Home Insurance InspectorHome Appraiser
CredentialsInsurance-related certifications, sometimes state licensingReal estate or appraisal certifications, licenses
Work EnvironmentOn-site inspections of homes for insurance purposesProperty evaluations for market value
Employer & IndustryInsurance companies, brokers, or as independent contractorsReal estate firms, banks, appraisal companies
Search & Comparison IntentAssessing insurance risk, policy underwritingDetermining property value for sales or refinancing

While both roles involve property assessment, Freelance Home Insurance Inspectors focus on evaluating homes for insurance risk, requiring insurance-specific certifications. Home Appraisers determine property value for sales or refinancing, often with real estate certifications. The work environments and industry usage differ, but both require on-site inspections and industry-specific credentials.

What type of inspectors make the most money?

In the home insurance inspection field, experienced and specialized inspectors, such as those with advanced certifications or expertise in high-value or complex properties, tend to earn higher incomes. Inspectors who work independently or own their own businesses often have greater earning potential compared to those employed by companies. Skills in detailed assessment and familiarity with insurance standards can also contribute to higher pay.
What are the most commonly searched types of Home Insurance Inspector jobs in Chicago, IL? The most popular types of Home Insurance Inspector jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Freelance Home Insurance Inspector jobs? Cities near Chicago, IL with the most Freelance Home Insurance Inspector job openings:
Freelance Home Insurance Inspector jobs near you
Home Inspector

Home Inspector

Pillar to Post Home Inspectors

Crown Point, IN • On-site

Full-time

This job post has expired today. Applications are no longer accepted.

Job description

Home Inspector Opportunity

Pillar To Post is the leading home inspection company in North America and locally our franchise has become the largest home inspection company in Northwest Indiana. Our goal is to make the home inspection experience educational and easy for our customers. Our team of inspectors use the latest innovation and technology to create customized home inspection reports and deliver them on site. Our talented team accomplishes the home inspection process with quality, integrity and exceptional customer service.

Locally, we own a franchise for Pillar To Post that services Lake, Porter, LaPorte, Jasper, and Newton Counties in Northwest Indiana. Our award-winning business is growing and we are looking to add to our team by offering an exciting opportunity for an aggressive self-starter who possesses dedication, professionalism and true people skills. This is a fast paced business with a reputation for quality, custom reports and outstanding customer service. We will train the right individual. Experience and qualifications will determine starting base pay.

Job Requirements:

  • Business minded
  • Strong attention to detail
  • Understand the importance of quality and consistent customer service
  • Basic knowledge of residential home systems and components
  • Ability to participate in local marketing events or programs
  • Excellent written and verbal communication skills
  • Great listening skills
  • Proficient computer skills
  • Have the aptitude and mental ability to problem solve and conduct professional conversations with real estate agents and customers
  • A great attitude, good presence and energy
  • Integrity and strong work ethic
  • Punctual and ability to work unsupervised
  • Reliable transportation with a valid driver's license and insurance
  • Must be able to work in various weather conditions, climb ladders, walk on roofs, access crawl space, enter attics as well as stand for long periods of time
  • Ability to pass all employment screening and technical knowledge exam
  • Required to authorize background and driving checks
  • Available to work some evenings and weekends

Apply