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Independent Contractor Insurance Jobs in Chicago, IL

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Independent Contractor Insurance information

See Chicago, IL salary details

$406

$1.1K

$2.1K

How much do independent contractor insurance jobs pay per week?

As of Aug 1, 2026, the average weekly pay for independent contractor insurance in Chicago, IL is $1,122.17, according to ZipRecruiter salary data. Most workers in this role earn between $742.31 and $1,248.08 per week, depending on experience, location, and employer.

Which insurance field pays the most?

In the insurance industry, specialized fields such as actuarial science, underwriters, and risk managers tend to have the highest salaries. These roles often require advanced degrees, certifications, and technical skills, and they typically offer higher compensation compared to other insurance positions like claims adjusters or customer service agents.

What are the key skills and qualifications needed to thrive in the Independent Contractor Insurance position, and why are they important?

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 jobs pay 4000 a week without a degree?

In the context of independent contracting, high-paying jobs that can reach $4,000 a week often include roles such as freelance consultants, specialized trades like electricians or plumbers, and certain real estate or sales positions. Success in these roles typically depends on experience, skills, and building a strong client base rather than formal education credentials.

What is an independent insurance contractor?

An independent insurance contractor is a self-employed professional who sells or manages insurance policies on behalf of insurance companies. They typically work on a commission basis, set their own schedules, and may need industry certifications or licenses to operate legally.

What is an Independent Contractor Insurance job?

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 are some 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.

How does insurance work for an independent contractor?

Insurance for an independent contractor typically involves purchasing individual policies such as liability, health, or workers' compensation coverage to protect against risks related to their work. Contractors are responsible for managing and paying for their own insurance, as they are not covered by employer-sponsored plans, and having appropriate coverage is essential for legal compliance and financial protection.
What are the most commonly searched types of Insurance jobs in Chicago, IL? The most popular types of Insurance jobs in Chicago, IL are:
What are popular job titles related to Independent Contractor Insurance jobs in Chicago, IL? For Independent Contractor Insurance jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Independent Contractor Insurance jobs in Chicago, IL look for? The top searched job categories for Independent Contractor Insurance jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Independent Contractor Insurance jobs? Cities near Chicago, IL with the most Independent Contractor Insurance job openings:
Independent Contractor Insurance jobs near you
Infographic showing various Independent Contractor Insurance job openings in Chicago, IL as of July 2026, with employment types broken down into 1% Locum Tenens, 75% Full Time, 9% Part Time, and 15% Contract. Highlights an 90% Physical, 2% Hybrid, and 8% Remote job distribution, with an average salary of $58,353 per year, or $28.1 per hour.

Independent Contractor - Janitorial Services

City Wide Facility Solutions

Riverdale, IL • On-site

Contractor

Re-posted 24 days ago

Job description

City Wide Facility Solutions is the largest management company in the building maintenance industry, facilitating janitorial and more than 20 additional maintenance services for every client. But we do more than manage maintenance services for commercial facilities – we pride ourselves on being a partner that helps save time and solve problems!

We are currently looking for Janitorial Independent Contractors to partner with to help fulfill the needs of our clients. City Wide can help your business grow, focus on the work, not on selling and collecting on the accounts, and most importantly, increase your income.

If you own a business and are interested in joining the City Wide Network as an independent contractor - please apply to this posting.

Requirements

INDEPENDENT CONTRACTORS MUST PROVIDE THE FOLLOWING:

  • Valid Business License, LLC or Inc
  • Worker's Compensation Insurance
  • General Liability Insurance and Non Owned Auto
  • Federal EIN #
  • Other verifiable business
  • 18 years of age minimum
  • Favorable background investigation results
  • You can not be a sole proprietor

Benefits

This is a contract position and not benefits eligible.