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Remote Independent Contractor Jobs in Chicago, IL

Anderson Johnson Agency

Remote Insurance Agent

Joliet, IL · Remote

$60K - $120K/yr

Position Type: 1099 Independent Contractor * Compensation: Commission-based; earnings vary by activity and performance * Schedule: Flexible, remote; part-time or full-time * Location: Remote, United ...

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All JobsIndependent Contractor JobsRemote Independent Contractor JobsRemote Independent Contractor Jobs in Chicago, IL

Remote Independent Contractor information

See Chicago, IL salary details

$406

$1.1K

$2.1K

How much do remote independent contractor jobs pay per week?

As of Aug 11, 2026, the average weekly pay for remote independent contractor 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.

How do remote independent contractors typically manage communication and collaboration with clients and teams across different time zones?

Remote Independent Contractors often work with clients or collaborators from various regions, making clear and consistent communication crucial. They usually rely on digital tools like email, project management platforms, and video conferencing to stay connected. Setting expectations for response times, scheduling regular check-ins, and being proactive about updates help ensure smooth collaboration despite time zone differences. Flexibility and strong self-management skills are key to maintaining productivity and building trust with clients.

What does a remote independent contractor do?

A remote independent contractor performs tasks for a client or business on a freelance, often short-term basis. Independent contractor jobs exist in industries such as administration and support, scientific and technical service, health care, publishing, real estate, arts and entertainment, and transportation. As an independent contractor, you sign a contract with a client or business and work to provide a specific service or product at an agreed upon rate. You may need to establish a business license as a remote independent contractor. Because you are not an employee of a business or organization, you can work a flexible schedule from home or otherwise remotely.

What are the key skills and qualifications needed to thrive as a remote independent contractor?

To thrive as a Remote Independent Contractor, you need strong self-management, time management, and subject matter expertise, typically supported by relevant experience or specialized education. Familiarity with collaboration tools like Slack, Zoom, Trello, and cloud-based document sharing, as well as secure file transfer systems, is essential. Outstanding communication, adaptability, and problem-solving skills help you build client trust and efficiently navigate remote work challenges. These capabilities ensure you meet deadlines, maintain productivity, and deliver high-quality results in a flexible, independent work environment.

What is the difference between Remote Independent Contractor vs Remote Freelance Writer?

AspectRemote Independent ContractorRemote Freelance Writer
CredentialsVaries by industry, often no formal certification requiredTypically requires writing samples, portfolio, or relevant experience
Work EnvironmentWorks independently, often on multiple projectsWorks remotely, usually on writing assignments for clients
Employer UsageHired directly or through agencies, contracts with businessesHired by clients or agencies for specific writing tasks

Remote Independent Contractors and Remote Freelance Writers both work remotely and independently, but contractors often handle a broader range of tasks and may work across industries, while freelance writers focus specifically on writing projects. The key difference lies in the scope of work and typical credentials, with freelancers usually needing a portfolio to demonstrate their writing skills.

What is a remote independent contractor?

Remote Independent Contractors are self-employed individuals who provide services to clients or companies from a location outside of a traditional office, often from their own home or another remote setting. They typically manage their own schedules, pay their own taxes, and are responsible for their own equipment and workspace. Unlike employees, independent contractors are not entitled to benefits such as health insurance, paid leave, or retirement plans from the companies they work for. This arrangement offers flexibility but also requires a high degree of self-motivation, organization, and the ability to manage multiple clients or projects.
More about Remote Independent Contractor jobs
What are the most commonly searched types of Remote jobs in Chicago, IL? The most popular types of Remote jobs in Chicago, IL are:
What are popular job titles related to Remote Independent Contractor jobs in Chicago, IL? For Remote Independent Contractor jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Independent Contractor jobs in Chicago, IL look for? The top searched job categories for Remote Independent Contractor jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Independent Contractor jobs? Cities near Chicago, IL with the most Remote Independent Contractor job openings:
Remote Independent Contractor jobs near you
Infographic showing various Remote Independent Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 55% Full Time, 16% Part Time, and 29% Contract. Highlights an 2% In-person, and 98% Remote job distribution, with an average salary of $58,353 per year, or $28.1 per hour.

Independent Licensed Life Insurance Agent- Remote

Group Financier Signature

Naperville, IL • Remote

Contractor

Medical, Life

Posted 13 days ago

Job description

Independent Licensed Life Insurance Agent– Remote The Opportunity

Are you an active, licensed life insurance agent tired of restrictive "captive" contracts, low commission caps, or lack of lead transparency?

We are looking for seasoned professionals to join our platform as independent advisors. This is a 1099 partnership designed for producers who know the industry and want to maximize their ROI by leveraging 50+ top-rated carriers and a robust, automated infrastructure.

Key Responsibilities
  • Consultative Sales: Conduct high-level financial protection assessments for diverse client portfolios.
  • Carrier Selection: Leverage our platform to quote and bind policies across 50+ carriers, ensuring the best fit for the client.
  • Pipeline Management: Utilize our advanced CRM and automation tools to manage high-volume lead flows and client renewals.
  • Scale & Lead: (Optional) Build and mentor your own agency within our ecosystem to generate override income.
Why Experienced Agents Partner With Us
  • Uncapped High-Contract Levels: Competitive commission tiers with performance-based increases.
  • Zero Commission Splits on Leads: Access high-intent leads at cost; keep 100% of your earned commission.
  • Full Portability: You own your book of business from day one.
  • Vested Renewals: Build long-term wealth with immediate vesting on renewal income.
  • Elite Tech Stack: Full access to CRM, automated marketing funnels, and multi-carrier quoting tools.
  • Carrier Depth: Immediate access to A-rated carriers (Term, IUL, Whole Life, Final Expense).
The Professional Profile
  • Currently Licensed: You hold an active Life & Health (or Life-only) license in at least one state.
  • Proven Track Record: You have a history of consistent production and understand the nuances of the life insurance sales cycle.
  • Self-Sufficient: You are a disciplined remote professional who doesn't need "hand-holding" but values a high-level support community.
  • Tech-Savvy: Comfortable navigating modern CRM systems and virtual sales platforms.
Requirements
  • Active Resident Life Insurance License (Required).
  • Errors & Omissions (E&O) Insurance.
  • Must be authorized to work in the United States.
  • A dedicated home office setup with high-speed internet.
Compensation & Structure
  • 1099 Independent Contractor: True entrepreneurial freedom.
  • High Upfront Commissions: Aggressive advance schedules.
  • Passive Income: Monthly renewal income and performance bonuses.
  • Agency Overrides: Compensation for those interested in the leadership and recruitment track.

Note: This is a commission-only partnership for licensed professionals looking to scale their existing business or transition to a more lucrative platform.

Ready to Scale?

If you are a producer who is ready to leave the "trainee" environment behind and start earning what your production is actually worth, we want to talk.

PandoLogic. Keywords: Insurance Agent, Location: Naperville, IL - 60540 , PL: 603957117