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Part Time 1099 Insurance Agent Jobs in Chicago, IL

Life Insurance Agent

Chicago, IL · Remote

$50K - $100K/yr

Some agents even start part-time and transition to full-time. A Real Opportunity for Growth: This ... Present and sell insurance products to new and existing customers. Reach out to potential clients ...

... insurance! Compensation: • The average advanced commission an agent receives on one sale is $500 ... What you should know: • This is a 1099 independent contractor position • Compensation is 100 ...

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Showing results 1-20

Part Time 1099 Insurance Agent information

See Chicago, IL salary details

$25.8K

$67K

$125.2K

How much do part time 1099 insurance agent jobs pay per year?

As of Aug 25, 2026, the average yearly pay for part time 1099 insurance agent in Chicago, IL is $66,982.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,800.00 and $79,300.00 per year, depending on experience, location, and employer.

What is a part time 1099 insurance agent?

A Part Time 1099 Insurance Agent is an independent contractor who sells insurance policies, such as life, health, or property insurance, on a part-time basis. Unlike traditional employees, 1099 agents are not on payroll and instead receive compensation through commissions. They have the flexibility to set their own schedules and typically handle their own taxes and business expenses. This role is ideal for individuals seeking supplemental income or flexible work hours. Because they are independent, 1099 agents are responsible for maintaining compliance with licensing and regulatory requirements.

What key skills and qualifications are essential to succeed as a part time 1099 insurance agent?

To thrive as a Part Time 1099 Insurance Agent, you need a solid understanding of insurance products, state licensing, and sales principles. Familiarity with customer relationship management (CRM) software, quoting tools, and often certification in specific insurance lines (such as life, health, or property and casualty) are typically required. Strong self-motivation, communication, and relationship-building skills help agents effectively connect with clients and manage their own schedules. These competencies are crucial for generating leads, closing sales, and maintaining compliance while working independently.

What are some common challenges faced by part time 1099 insurance agents and how can they be managed?

Part-time 1099 insurance agents often face challenges such as building a steady client base, managing fluctuating income, and staying updated on industry regulations while balancing other commitments. Since they're independent contractors, they must also handle their own marketing and administrative tasks. Successful agents typically overcome these challenges by leveraging strong networking skills, investing in ongoing education, and utilizing digital tools for client management. Connecting with experienced mentors and joining professional associations can also provide valuable support and resources.

What is the difference between Part Time 1099 Insurance Agent vs Part Time 1099 Mortgage Loan Officer?

AspectPart Time 1099 Insurance AgentPart Time 1099 Mortgage Loan Officer
CredentialsInsurance licenses, certificationsLoan originator license, certifications
Work EnvironmentIndependent, client meetings, insurance salesOffice, client consultations, loan processing
Employer & IndustryInsurance companies, brokeragesMortgage lenders, banks

Both roles are independent contractor positions requiring industry-specific licenses and certifications. Insurance agents focus on selling insurance policies, while mortgage loan officers assist clients in securing home loans. The work environments differ slightly, with insurance agents often working independently and mortgage officers more often in office settings. Both are common part-time roles in their respective industries, serving as flexible income sources for professionals with relevant licenses.

What are the most commonly searched types of 1099 Insurance Agent jobs in Chicago, IL?

The most popular types of 1099 Insurance Agent jobs in Chicago, IL are:

What are popular job titles related to Part Time 1099 Insurance Agent jobs in Chicago, IL?

For Part Time 1099 Insurance Agent jobs in Chicago, IL, the most frequently searched job titles are:

What cities near Chicago, IL are hiring for Part Time 1099 Insurance Agent jobs?

Cities near Chicago, IL with the most Part Time 1099 Insurance Agent job openings:

Infographic showing various Part Time 1099 Insurance Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 89% Physical, 2% Hybrid, and 9% Remote job distribution, with an average salary of $66,982 per year, or $32.2 per hour.

Remote Insurance Agent

Anderson Johnson Agency

Joliet, IL • Remote

$60K - $120K/yr

Full-time, Part-time, Contractor

Re-posted 13 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