The Summers Agency
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Insurance Sales Associate – Entry Level Friendly

  • Remote, Chicago, IL
  • 3,000 - 5,000 USD Monthly

Build a Career That Grows With You

If you’re looking for a career path, not just another job, this opportunity offers room to grow, develop new skills, and be rewarded for your effort.

We’re expanding our team and looking for dependable, motivated individuals who are open to coaching and excited to learn. No prior insurance or sales experience is required — we provide full training and support.


What You’ll Do

You will work with individuals and families who have already requested life insurance information. Your role is to:

  • Explain coverage options in a simple, easy-to-understand way

  • Help clients complete applications

  • Conduct virtual meetings by phone or video

  • Follow up and manage simple client records

➡ No door knocking
➡ No random cold calling


What We Provide

  • Flexible, work-from-home schedule

  • Warm, inbound leads

  • Step-by-step onboarding and training

  • Ongoing mentorship and coaching

  • Licensing support (study guidance and materials)

  • A collaborative, supportive team culture


What We’re Looking For

  • Strong communication and people skills

  • Coachable, positive mindset

  • Reliable and self-motivated

  • Willingness to obtain a Life & Health Insurance license


Compensation

This is a 1099 independent contractor, commission-based role.
Earnings are based on individual performance, time invested, and market demand.


Interested?

If you’re driven, coachable, and excited about the opportunity to grow in a flexible sales role, we encourage you to apply. Qualified applicants may receive an email with next steps, including a link to schedule an interview.

Apply
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