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Shipley Legacy Group

Remote Sales Agent — Career Changers & Self-Starters

Role: Sales Representative

Lynn, MA Contract (1099) Posted Sep 28, 2026
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Shipley Legacy Group is hiring remote sales representatives in Lynn, MA to help individuals and families review life insurance options and apply for coverage. This is a 100% remote, commission-based 1099 role suited to career changers and driven people ready to do focused, purposeful work from home.

What you'll do

  • Reach out to people who have already requested information about life insurance coverage
  • Schedule and hold remote appointments by phone or video to understand each family's situation
  • Walk clients through their coverage options and help them complete an application together
  • Submit applications through carrier e-app and quoting systems and track each case to policy issue
  • Keep clients informed while their application is pending with the carrier
  • Log every conversation and follow-up in the CRM as the work happens
  • Stay current through ongoing product, carrier, and sales training available to Shipley Legacy Group agents
  • Work within state insurance law, carrier guidelines, and agency compliance standards

Qualifications

  • A state life insurance license, or readiness to earn one before making sales — Shipley Legacy Group can point you toward licensing resources
  • Comfortable handling conversations by phone and video — that's how this work gets done
  • Able to navigate web-based carrier systems and a CRM without hand-holding
  • Reliable follow-through from first contact through a closed case
  • A computer, phone, and dependable internet connection
  • No prior insurance background required — a willingness to learn the work is what matters

What we provide

  • Shipley Legacy Group — six years in business, 17 agents, founded by Anissa and Joe Shipley after both lost close family members — is an independent agency with direct carrier appointments
  • One-on-one mentorship available from day one
  • Scripts, call reviews, and a weekly team call available to agents who want them
  • Ongoing training at no cost to the agent, covering products, carriers, and sales process
  • Flexible scheduling — agents set their own hours

Compensation

This is a 1099 independent contractor opportunity with Shipley Legacy Group. Compensation is commission-based. No salary or hourly pay is provided. Earnings depend on individual production. If this sounds like the kind of work you've been looking for, we'd like to hear from you.

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?

PDF, DOC, or DOCX · max 4 MB. You can apply without a resume.

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