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Independent Contractor Insurance Jobs in Milwaukee, WI

HealthMarkets, Inc.

Insurance Agent

Milwaukee, WI

As an independent contractor licensed insurance agent with HealthMarkets, youll be collaborating with one of the largest independent health insurance agencies in the US. Youll have the opportunity to ...

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Field Inspector 1099 Contractor

Milwaukee, WI · On-site

Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates 7-days a week, providing you the opportunity to be flexible ...

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All JobsIndependent Contractor Insurance JobsIndependent Contractor Insurance Jobs in Milwaukee, WI

Independent Contractor Insurance information

See Milwaukee, WI salary details

$388

$1.1K

$2K

How much do independent contractor insurance jobs pay per week?

As of Aug 4, 2026, the average weekly pay for independent contractor insurance in Milwaukee, WI is $1,073.25, according to ZipRecruiter salary data. Most workers in this role earn between $709.62 and $1,194.23 per week, depending on experience, location, and employer.

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 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 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 Milwaukee, WI? The most popular types of Insurance jobs in Milwaukee, WI are:
What are popular job titles related to Independent Contractor Insurance jobs in Milwaukee, WI? For Independent Contractor Insurance jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Independent Contractor Insurance jobs in Milwaukee, WI look for? The top searched job categories for Independent Contractor Insurance jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Independent Contractor Insurance jobs? Cities near Milwaukee, WI with the most Independent Contractor Insurance job openings:
Independent Contractor Insurance jobs near you
Infographic showing various Independent Contractor Insurance job openings in Milwaukee, WI as of July 2026, with employment types broken down into 1% Locum Tenens, 74% Full Time, 9% Part Time, and 16% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $55,809 per year, or $26.8 per hour.

Independent Contractor - Landscaping

City Wide Facility Solutions

Milwaukee, WI • On-site

Contractor

Re-posted 29 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 are interested in joining the City Wide Network as an independent contractor who provides landscaping services - 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 #
  • Verifiable references
  • 18 years of age minimum
  • You can not be a sole proprietor

Benefits
This is for a contract opportunity and is not benefit eligible.

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