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Independent Contractor Insurance Jobs in Naperville, IL

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Independent Contractor Insurance information

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$393

$1.1K

$2.1K

How much do independent contractor insurance jobs pay per week?

As of Aug 22, 2026, the average weekly pay for independent contractor insurance in Naperville, IL is $1,087.71, according to ZipRecruiter salary data. Most workers in this role earn between $719.23 and $1,209.62 per week, depending on experience, location, and employer.

What is an independent contractor insurance?

An Independent Contractor Insurance job involves helping self-employed individuals or freelancers secure the right insurance coverage to protect their businesses. This can include general liability, professional liability, workers' compensation, and other policies tailored to their specific industry. Insurance professionals in this role assess risks, recommend policies, and guide clients through the coverage selection process. They may work independently or for an insurance agency, ensuring contractors have the financial protection needed to operate safely and legally.

What skills and qualifications are needed for independent contractor insurance?

To excel as an Independent Contractor Insurance professional, you need a thorough understanding of insurance products, industry regulations, and self-employment management, often backed by appropriate state licensure or credentials. Familiarity with CRM platforms, e-signature tools, and quoting software is vital for managing client accounts and processing insurance applications efficiently. Strong communication, organizational skills, and an entrepreneurial mindset set top performers apart in this field. These abilities help build trust with clients, secure new business, and sustain a successful independent practice.

What are common challenges faced by independent contractor insurance professionals?

Independent Contractor Insurance professionals often face challenges such as sourcing their own clients, managing unpredictable income streams, and staying updated on constantly changing insurance regulations. They typically balance multiple client accounts and must be proactive in networking and marketing their services to build a steady book of business. Working independently also requires self-motivation and discipline, as success is largely determined by the effort you put into client outreach and relationship management. However, the role offers flexibility and the potential for significant earnings growth as you establish a strong client base.

What are the most commonly searched types of Insurance jobs in Naperville, IL?

The most popular types of Insurance jobs in Naperville, IL are:

What are popular job titles related to Independent Contractor Insurance jobs in Naperville, IL?

For Independent Contractor Insurance jobs in Naperville, IL, the most frequently searched job titles are:

What job categories do people searching Independent Contractor Insurance jobs in Naperville, IL look for?

The top searched job categories for Independent Contractor Insurance jobs in Naperville, IL are:

What cities near Naperville, IL are hiring for Independent Contractor Insurance jobs?

Cities near Naperville, IL with the most Independent Contractor Insurance job openings:

Independent Contractor Insurance jobs near you

Independent Contractor - Commercial Cleaning Services

City Wide Facility Solutions

Frankfort, IL • On-site

$13.75 - $16.25/hr

Contractor

Re-posted 7 days ago

Job description

Description

City Wide Facility Solutions is the largest management company in the building maintenance industry. We secure and manage commercial contracts and partner with skilled independent contractors to perform the work. We handle the sales, client communication, billing, and collections - so you can focus on doing what you do best.

We are currently looking for established Independent Contractors to service our commercial clients in the region. If you have a structured business, provides professional window washing services and want steady, recurring work without chasing new contracts or unpaid invoices, this may be a strong fit.

City Wide helps you grow your revenue, keep your crews busy, and get paid consistently - including guaranteed payment on the 10th for work performed.

We operate throughout South Chicagoland and Northwest Indiana - a strong commercial market with warehouses, medical facilities, manufacturing sites, schools, and municipal buildings.

For more information, contact Sandra Rivas at 708-365-8535 , 312-912-9693 or chicagoshores-ic@gocitywide.com.

Requirements

This is for serious operators with legal entity -not a hobbyists.

INDEPENDENT CONTRACTORS MUST PROVIDE THE FOLLOWING:

  • We are selectively partnering with contractors who meet the following:
    • Proven experience in commercial cleaning (required)
    • Ability to staff and manage accounts reliably
    • Professional cleaning equipment and supplies (or ability to obtain)
    • General liability insurance (required)
    • Workers’ compensation coverage (as applicable)
    • Reliable transportation
    • Strong communication and accountability
    • Commitment to quality, consistency, and professionalism
  • Preferred:
    • Experience with medical, office, or institutional facilities
    • Ability to perform inspections and maintain quality control
    • Capacity to take on recurring accounts

The Opportunity

City Wide Facility Solutions is seeking experienced commercial cleaning contractors to support our growing portfolio of commercial clients across the region.

We manage facility maintenance for offices, medical facilities, schools, and industrial properties—and we are building a network of professional service partners who can deliver consistent, high-quality results.

This is an opportunity to access steady, recurring commercial work without the need to prospect, bid blindly, or chase payments.

If you operate a structured cleaning business and are looking to grow with reliable accounts and long-term stability, this may be a strong fit.

The selected contractor will provide professional commercial cleaning services, including:

  • General janitorial services (dusting, vacuuming, mopping, trash removal)
  • Restroom cleaning and sanitation
  • Breakroom and common area cleaning
  • Floor care (hard surface maintenance, basic care programs)
  • High-touch surface disinfection
  • Periodic services (deep cleaning, detailing, specialty tasks as needed)

Work may include:

  • Nightly or scheduled recurring service (typically 5x per week or as defined)
  • After-hours work in occupied facilities
  • Coordination with facility managers and City Wide team

You will be expected to:

  • Follow defined scopes and specifications
  • Maintain consistency and attention to detail
  • Deliver inspection-ready results

City Wide will:

  • Manage the client relationship
  • Define scope and service expectations
  • Handle communication, billing, and collections

You focus on: