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Remote Independent Insurance Inspector Jobs in Chicago, IL

The Williams Agency

Remote Life Insurance Agent

Chicago, IL · On-site +1

$50K - $175K/yr

Thrive independently while appreciating the support of a collaborative team. * Are committed to personal and professional growth. Previous insurance experience is not required. If you don't already ...

Applied Systems, Inc.

Associate Project Lead

Chicago, IL · On-site +1

$60K - $80K/yr

... how independent insurance agents work every day. We are the Real-Time Rating pioneers in our ... a remote capacity within the United States . To keep us headed in the right direction, we're ...

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

Remote Independent Insurance Inspector information

See Chicago, IL salary details

$15

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$26

How much do remote independent insurance inspector jobs pay per hour?

As of Aug 6, 2026, the average hourly pay for remote independent insurance inspector in Chicago, IL is $20.61, according to ZipRecruiter salary data. Most workers in this role earn between $18.80 and $22.02 per hour, depending on experience, location, and employer.

What is the difference between Remote Independent Insurance Inspector vs Remote Claims Adjuster?

AspectRemote Independent Insurance InspectorRemote Claims Adjuster
Required CredentialsInsurance licenses, inspection certificationsAdjuster licenses, insurance knowledge
Work EnvironmentField inspections, remote report writingRemote office, claim evaluation
Employer & Industry UsageInsurance companies, inspection firmsInsurance carriers, third-party administrators

While both roles involve insurance industry work, Remote Independent Insurance Inspectors focus on assessing property damage through inspections, often remotely or in the field. Remote Claims Adjusters evaluate insurance claims, determine coverage, and process claims remotely. Both require insurance knowledge and licenses, but their daily tasks and work environments differ significantly.

How do I become a remote independent insurance inspector?

To become a remote independent insurance inspector, you typically need a background in insurance, property assessment, or related fields, along with strong communication and report-writing skills. Certification or training in inspection procedures can be beneficial, and familiarity with digital tools or mobile apps is often required since inspections are conducted remotely. Most roles require a valid driver's license and the ability to travel locally if needed, though many inspections are completed remotely using photos and virtual communication.
What are the most commonly searched types of Independent Insurance Inspector jobs in Chicago, IL? The most popular types of Independent Insurance Inspector jobs in Chicago, IL are:
What are popular job titles related to Remote Independent Insurance Inspector jobs in Chicago, IL? For Remote Independent Insurance Inspector jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Independent Insurance Inspector jobs in Chicago, IL look for? The top searched job categories for Remote Independent Insurance Inspector jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Independent Insurance Inspector jobs? Cities near Chicago, IL with the most Remote Independent Insurance Inspector job openings:
Remote Independent Insurance Inspector jobs near you

Remote Health Insurance Agents: $24/hr + OT + Comm & bonuses

Thrive Health Benefits

Chicago, IL • Remote

$768 - $1.3K/wk

Temporary

Posted 14 days ago

Job description

$24 an hour. Overtime on top during Open Enrollment. Commission on every enrollment, paid weekly. We're hiring remote ACA sales agents — helping families find health coverage they can actually afford, and getting paid properly to do it. This is a seasonal W-2 role (a real paycheck, taxes handled — not 1099). You can start as early as September 1, and Open Enrollment runs November 1 through January 15 — so it's a four-and-a-half-month paid season, not a six-week gig.

What you'll earn

  • Start as early as September 1 — $24/hour base, about 32 hours a week through training and ramp-up (roughly $768 a week)

  • Open Enrollment runs November 1 through January 15 — 50 hours a week, with overtime at $36/hour past 40, or about $1,320 a week in base pay alone + commissions on top of that

  • A note on overtime: overtime rules vary by state. Your overtime eligibility and the hours threshold that triggers it follow the law where you live, and we'll confirm exactly how it applies to you before your first shift.

  • That's roughly $21,000 in base pay from September 1 through January 15, before a dollar of commission

  • Commission on every enrollment, paid weekly, climbing the more you write

  • Extra income from ancillary products and referrals

  • A strong producer can clear $28,000+ across the full September–January season (illustrative, based on consistent production)

Two ways to earn before Open Enrollment even starts

  • $1,000 bonus for finishing early. Complete all four of these before September 1 and you lock in a $1,000 bonus: (1) transfer your appointments to us, if you currently hold appointments elsewhere; (2) complete your FFM certification; (3) complete your Georgia certification; and (4) complete all of your appointment paperwork requests. Finish your setup in the summer and you can be on the floor September 1 — with $1,000 already earned.

  • $300 for every agent you bring. Know a licensed agent? A friend, a former co-worker, anyone. Bring them to our hiring webinar. If they're hired and both of you finish through Open Enrollment, you earn $300 per agent — refer three and that's $900 on top of everything else you make.

What you'll do

  • Work 100% remote, from home

  • Help inbound callers and live transfers enroll in ACA Marketplace plans — no cold calling; we bring you the leads

  • Follow proven, compliant scripts with full training and support

What you need

  • Active E&O insurance and resident/non-resident licenses in FL, TX, and GA

  • Don't have all three yet? Apply anyway. Pass the interview and you'll receive a conditional offer with exact steps to get licensed — and we reimburse up to $375, based on the licenses you obtain. (Paid after you're licensed, not upfront.)

  • Already licensed in FL/TX/GA? You can start right away

  • A reliable computer and a wired Ethernet connection

Heads up — Open Enrollment is an intense, fixed sprint: November 1 through January 15 is 50 hours across 6 days, including Thanksgiving week, with no vacation during the window. Eleven weeks, all in.

Ready? Apply now — the earlier you're set up, the sooner you start earning.

Base pay of $24/hour is guaranteed for hours worked. Overtime is paid at $36/hour where state law provides for it; overtime rules and thresholds vary by state. Commission, bonus, and total season figures are illustrative, based on individual performance, and not guaranteed.

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