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Remote Commission Jobs in Chicago, IL (NOW HIRING)

HMG Careers

Remote Commission Sales Specialist

Gary, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Commission Sales Specialist

Gary, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Commission Sales Specialist

Gary, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

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All JobsCommission JobsRemote Commission JobsRemote Commission Jobs in Chicago, IL

Remote Commission information

See Chicago, IL salary details

$15

$28

$38

How much do remote commission jobs pay per hour?

As of Aug 13, 2026, the average hourly pay for remote commission in Chicago, IL is $28.51, according to ZipRecruiter salary data. Most workers in this role earn between $22.31 and $34.18 per hour, depending on experience, location, and employer.

What is a remote commission?

A Remote Commission job is a position where you work remotely and earn income based on commissions rather than a fixed salary. Your earnings depend on sales, leads, or other performance-based metrics. Common roles include sales representatives, affiliate marketers, and recruiters. This setup offers flexibility but requires self-motivation and strong communication skills. Successful commission-based work often involves networking, persistence, and understanding the product or service you are promoting.

What are the key skills and qualifications needed to thrive in a remote commission position?

To thrive in a Remote Commission role, you need a strong background in sales, negotiation, and relationship management, often supported by previous remote sales experience or proven sales performance. Familiarity with CRM tools, virtual meeting platforms, and digital communication systems is highly valued. Exceptional self-motivation, time management, and proactive communication are crucial soft skills for succeeding remotely. These skills and qualities are essential to effectively reach clients, close deals, and achieve targets without direct supervision.

What is the typical work environment and support structure for remote commission-based positions?

Remote commission roles are typically independent, allowing you to work from home or any location with internet access, while being part of a distributed sales team. You'll interact with clients and colleagues via video calls, emails, and collaborative platforms, receiving support and product training virtually from your employer. Although daily oversight may be minimal, regular team meetings, goal check-ins, and performance reviews ensure you stay connected and aligned with company objectives. This structure offers both flexibility and accountability, empowering self-driven professionals to maximize earning potential and career growth.

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 Commission jobs in Chicago, IL? For Remote Commission jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Commission jobs in Chicago, IL look for? The top searched job categories for Remote Commission jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Commission jobs? Cities near Chicago, IL with the most Remote Commission job openings:
Remote Commission jobs near you
Infographic showing various Remote Commission job openings in Chicago, IL as of August 2026, with employment types broken down into 76% Full Time, 12% Part Time, and 12% Contract. Highlights an 100% Remote job distribution, with an average salary of $59,297 per year, or $28.5 per hour.

Licensed Life Insurance Agent - Remote | 1099 Commission

Anderson Johnson Agency

Naperville, IL • Remote

$60K - $120K/yr

Full-time, Part-time, Contractor

Re-posted 2 days ago

Job description

The Anderson Johnson Agency is an independent insurance agency focused on protecting families through personalized life insurance solutions. Founded and led by Joe Anderson and Jill Johnson, our agency combines a proven sales system, quality leads, and hands-on mentorship to help licensed agents grow with confidence.

We are selectively adding licensed life insurance agents who are professional, coachable, self-motivated, and interested in building long-term success in a supportive, values-based environment.

This is a remote, commission-based opportunity for licensed agents who want access to qualified leads, mentorship, and a proven process without micromanagement.

What You’ll Do
  • Connect with clients who have requested information about life insurance
  • Conduct phone or Zoom appointments
  • Assess client needs and recommend appropriate life insurance solutions
  • Follow up professionally and consistently
  • Use our CRM and virtual sales tools to manage your pipeline
  • Participate in ongoing virtual training and mentorship
What We Provide
  • Qualified leads from people actively looking for life insurance
  • No cold calling or contacting friends and family
  • CRM and virtual sales tools
  • Structured onboarding and ongoing support
  • Mentorship from experienced agency leadership
  • A simple, duplicatable sales process
  • Opportunity to grow within the agency over time
Why Anderson Johnson Agency
  • Mission-driven agency focused on protecting families
  • Mentorship from leaders with 30+ years of experience
  • Recognized for strong agency growth and leadership
  • Top Rookie Agency with over $860,000 in business protected
  • 525% agency growth
  • Supportive culture built around faith, family, ownership, and long-term growth
Qualifications
  • Active life insurance license required
  • U.S.-based applicants only
  • Comfortable with 1099 commission-based compensation
  • Strong communication and follow-up skills
  • Professional, coachable, and self-motivated
  • Comfortable working remotely and conducting virtual appointments
Role Details
  • 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 States

This is not a W-2 position. Earnings are commission-based and dependent on individual effort, consistency, and performance.

  • Job Types: Full-time, Part-time
  • Pay: $60,000–$120,000+ per year
  • Benefits: Work from home
  • Work Location: Remote