2

Remote Independent Contractor Jobs in Naperville, IL

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 ...

Design Expert - Remote

Chicago, IL · On-site +1

$30 - $70/hr

Independent contractor engagement. * Fully remote with a flexible schedule. * Project duration may vary based on business needs and performance. * Weekly payments via Stripe or Wise based on services ...

Remote Psychiatrist

Chicago, IL · Remote

$150 - $200/hr

Remote (United States) Type: 1099 Independent Contractor, Part-Time or Full-Time Compensation: $150-$200 per hour, or $1,500-$2,000 per 8-hour shift About the Role Our client is expanding its ...

Remote Psychiatrist

Aurora, IL · Remote

$150 - $200/hr

Remote (United States) Type: 1099 Independent Contractor, Part-Time or Full-Time Compensation: $150-$200 per hour, or $1,500-$2,000 per 8-hour shift About the Role Our client is expanding its ...

Remote Psychiatrist

Chicago, IL · Remote

$150 - $200/hr

Remote (United States) Type: 1099 Independent Contractor, Part-Time or Full-Time Compensation: $150-$200 per hour, or $1,500-$2,000 per 8-hour shift About the Role Our client is expanding its ...

Contractor (Part-Time) Location: Remote Job Overview We are seeking experienced AI Consulting ... Fact Checking * Independent Research * Problem-Solving * Attention to Detail Preferred ...

Showing results 21-40

Remote Independent Contractor information

See Naperville, IL salary details

$393

$1.1K

$2.1K

How much do remote independent contractor jobs pay per week?

As of Sep 5, 2026, the average weekly pay for remote independent contractor 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 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.

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.

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

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

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

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

Infographic showing various Remote Independent Contractor job openings in Naperville, IL as of August 2026, with employment types broken down into 58% Full Time, and 42% Contract. Highlights an 100% Remote job distribution, with an average salary of $56,561 per year, or $27.2 per hour.

Independent Sales Representative - HR Tech / Commission Only

ShopRaise Workpalce Giving

Los Angeles, CA • Remote

$50K - $100K/yr

Contractor

This job post has expired today. Applications are no longer accepted.


Job description

1099 commission-only - ShopRaise | Workplace Giving & Employee Engagement SaaS

With rising costs, tighter budgets, and an increasingly crowded benefits landscape, employers are looking for ways to improve employee engagement and create meaningful experiences without adding more cost and complexity.


ShopRaise is an employee engagement and workplace giving platform that transforms everyday shopping into support for the causes employees care about.

ShopRaise combines employee engagement, workplace giving, and everyday shopping into one simple program.

  • Employees shop with thousands of participating retailers and purchase gift cards while generating contributions for the causes they care about.
  • Employers get a cost-effective way to strengthen engagement, culture, and purpose without adding another expensive or complicated benefit.


The Opportunity

We are looking for independent sales representatives, Brokers and Benefits Consultants with experience selling HR technology, employee benefits, employee engagement, workplace programs, SaaS, or related solutions.


This is especially well suited for professionals with established relationships with:

  • HR leaders and decision-makers
  • Benefits professionals and brokers
  • Business owners and executives
  • HR consultants and PEOs
  • Organizations with 250+ employees


This is a non-exclusive opportunity, so you can represent ShopRaise alongside other products and services in your portfolio.


You bring the relationships. ShopRaise provides the product, demos, contracts, onboarding, implementation, billing, and customer support.


Compensation

This is a 1099 Commission Based independent contractor opportunity, Uncapped.


Estimated first-year earning potential: $50,000 - $100,000 (100% Commission / OTE)".


Direct Sales

  • 30% commission in Year 1
  • 20% recurring commission for the lifetime of the client


Referral Partners

You can also earn recurring income by introducing qualified referral partners, including benefits brokers, consultants, PEOs, and other organizations that can refer business to ShopRaise.

  • 5% recurring commission for the lifetime of clients generated by qualified referral partners you introduce


This gives you two ways to build recurring income: selling directly to employers and developing referral partnerships.


What You'll Do

  • Identify and develop qualified opportunities
  • Leverage your existing relationships and professional network
  • Introduce ShopRaise to HR and benefits decision-makers
  • Present ShopRaise to prospective employers
  • Develop relationships with potential referral partners
  • Help move qualified opportunities through the sales process


ShopRaise handles the sales materials, demos, contracting, onboarding, implementation, billing, and ongoing customer support.


What We Offer

  • Non-exclusive opportunity
  • Recurring commission structure
  • Uncapped earning potential
  • Remote / nationwide opportunity
  • No territory restrictions
  • Sales and marketing support
  • Direct access to the founders and leadership team
  • Fast decisions and a responsive team—no layers of corporate bureaucracy
  • A differentiated employee engagement solution you can add to your existing portfolio


What Makes You a Great Fit

You may be a strong fit if you:

  • Have an established book of business or professional network
  • Sell into HR, benefits, SaaS, or workplace markets
  • Have relationships with HR leaders, benefits decision-makers, business owners, or brokers
  • Are entrepreneurial and comfortable working independently
  • Are motivated by uncapped commission and recurring revenue
  • Want to add a differentiated solution to your existing portfolio


You don't need to be an HR technology expert if you have strong business relationships and a track record of selling into organizations.

Company Description

ShopRaise is an HR technology company helping employers improve employee engagement through workplace giving. Our platform gives employees a simple way to support causes they care about through everyday shopping, while giving employers a meaningful engagement and CSR benefit without adding another traditional employee benefit.

ShopRaise has built a proven shopping and fundraising technology platform with thousands of participating retailers and gift cards. We are now expanding our Workplace Giving solution into the HR technology and employee benefits market through direct sales, benefits brokers, HR consultants, and technology partners.

We’re looking for experienced independent sales professionals who can add ShopRaise to their existing line of business and introduce our solution to employers and HR decision-makers.