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Remote Virtual Independent Contractor Jobs in Chicago, IL

Liveops

Remote Spanish Bilingual Customer Service

Gary, IN · Remote

$15.50 - $19.50/hr

Liveops is searching for dynamic, Spanish-English bilingual Independent Contractors (ICs) who are eager to deliver exceptional virtual teleservices for industry-leading brands. Whether your ...

Liveops

Remote Customer Service Representative

Gary, IN · Remote

$20/hr

Tax Software Support - Independent Contractor Location: Remote (US-Based) Apply today to join the 1/5/26 certification class and lock in your spot for tax season success. Liveops is contracting ...

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

Remote Virtual Independent Contractor information

See Chicago, IL salary details

$406

$1.1K

$2.1K

How much do remote virtual independent contractor jobs pay per week?

As of Sep 6, 2026, the average weekly pay for remote virtual 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.

What is the difference between Remote Virtual Independent Contractor vs Remote Virtual Employee?

AspectRemote Virtual Independent ContractorRemote Virtual Employee
CredentialsVaries by project; often no formal employment credentials requiredTypically requires employment verification, possibly specific certifications
Work EnvironmentSelf-managed, flexible hours, independent setupCompany-provided tools, structured schedule
Employer RelationshipContractual, project-based, no benefitsEmployer-employee, benefits included
Industry UsageFreelance, consulting, gig workCorporate, organizational, full-time or part-time roles

Remote Virtual Independent Contractors work independently on specific projects without traditional employment benefits, offering flexibility. Remote Virtual Employees are integrated into a company's structure, with set schedules and benefits. Understanding these differences helps job seekers choose the right remote work arrangement.

What are the most commonly searched types of Remote Virtual jobs in Chicago, IL?

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

What are popular job titles related to Remote Virtual Independent Contractor jobs in Chicago, IL?

For Remote Virtual Independent Contractor jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Virtual Independent Contractor jobs in Chicago, IL look for?

The top searched job categories for Remote Virtual Independent Contractor jobs in Chicago, IL are:

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

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

Remote Virtual Independent Contractor jobs near you
Infographic showing various Remote Virtual Independent Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 18% Part Time, and 7% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $58,353 per year, or $28.1 per hour.

Life Insurance Sales Agent - Remote & Flexible

The Summers Agency

Chicago, IL • Remote

$5.0K - $8.0K/mo

Other

Posted 4 days ago

Job description

Build a flexible career on your own terms.

The Summers Agency is looking for motivated, self-directed individuals who are interested in building a career in insurance sales. This is a remote, 1099 independent contractor opportunity for individuals who are comfortable working independently, managing their own schedule, and taking an active role in developing their business.

You do not need prior insurance experience to apply. Licensed and unlicensed candidates are welcome. Licensing support and training are available.

What You’ll Do
  • Connect with individuals who have requested information about insurance products.
  • Conduct phone and video appointments to learn about clients’ needs.
  • Educate clients about available life insurance and related financial protection products.
  • Help clients complete applications and navigate the process.
  • Follow up with clients and maintain accurate records.
  • Participate in training, coaching, and team meetings to continue developing your skills.
What We’re Looking For
  • Self-starter with a motivated, goal-oriented approach.
  • Strong communication and interpersonal skills.
  • Comfortable working independently in a remote environment.
  • Professional, reliable, and coachable.
  • Organized and able to manage your own schedule and follow-up.
  • Willingness to learn and develop sales skills.
  • A business-minded approach and desire to take ownership of your results.
  • Active insurance license is a plus, but not required to apply. Candidates must be willing and able to obtain the appropriate state license before selling insurance.
Compensation & Opportunity
  • 1099 independent contractor
  • Commission-only compensation; no hourly wage or base salary
  • Uncapped earning potential based on individual sales performance
  • Performance-based bonus opportunities may be available
  • Compensation varies based on products sold, production, and individual performance
What We Provide
  • Warm leads from individuals who have requested insurance information
  • No traditional cold calling
  • Licensing guidance and support
  • Structured onboarding and training
  • Ongoing coaching and mentorship
  • Sales tools and technology
  • Flexible scheduling
  • Remote work environment
Is This a Good Fit?

This opportunity may be a good fit for someone who enjoys working independently, setting personal goals, and taking ownership of their results. It is especially suited for individuals who are motivated by performance-based compensation and want the flexibility of an independent contractor career.

If you're ready to learn, grow, and build your career in insurance sales, apply today. Qualified candidates will receive information about the next step in the interview process.

Important: This is a 1099 independent contractor position and is not an hourly or salaried employee position. An insurance license is required before you start selling insurance; licensing requirements vary by state.