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Shipley Legacy Group

Remote Sales Consultant — Start Part-Time, Go Full-Time

Role: Sales Representative

Cleveland, OH Contract (1099) Posted Sep 28, 2026
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Shipley Legacy Group is hiring remote life insurance sales agents in the Cleveland, OH area who want to begin part-time and grow at their own pace. This is a remote, work-from-home position. It suits healthcare and corporate workers who aren't ready to leave current roles but want to build something real alongside them.

What you'll do

  • Reach out to people who've already asked about life insurance coverage — no cold lists, no door-knocking
  • Schedule and hold coverage conversations by phone or video, entirely from home
  • Ask questions to understand a client's situation before walking through any options
  • Work through policy choices together and help the client complete an application on the call
  • Stay with the case after submission — keep the client informed while the carrier reviews it
  • Log conversations, next steps, and case updates in the CRM as you work

Qualifications

  • A state life insurance license, or a concrete plan to get one before your first sale
  • A computer, a reliable phone, and a stable internet connection at home
  • Comfort holding real conversations with people by phone or video
  • Ability to manage your own follow-up and pipeline without external structure
  • Consistent effort — part-time hours still need to be worked steadily, not sporadically

What we provide

  • Direct carrier appointments — Shipley Legacy Group is an independent agency, six years in business with 17 agents on the team
  • Flexible scheduling: set your own hours to fit around your current commitments
  • 1:1 mentorship, scripts, and call review resources available to agents who want them
  • Free ongoing training and a weekly team call, accessible when your schedule allows
  • Underwriting advocacy when a pending case needs extra attention before it issues

Compensation

This is a 1099 independent contractor opportunity. Compensation is commission-based; no salary or hourly pay is provided. Earnings depend on individual production. If this structure fits where you are right now, Shipley Legacy Group welcomes your application.

Apply directly to Shipley Legacy Group

Interested in this role?

Send your information to the hiring team. This opening is accepting applications through October 19, 2026.

Do you currently hold a life insurance license?

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