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Shipley Legacy Group

Remote Sales Agent — Retail & Hospitality Managers Welcome

Role: Sales Representative

Madison, NJ Contract (1099) Posted Sep 28, 2026
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Shipley Legacy Group is hiring remote sales representatives in the Madison, NJ area to help individuals and families review and apply for life insurance coverage. This is a remote, work-from-home position. If you've managed customer relationships in retail, restaurant, or hospitality and are ready to sell something that genuinely matters, this role suits you.

What you'll do

  • Reach out to people who've already requested information about life insurance coverage
  • Schedule and hold remote appointments by phone or video — no office, no commute
  • Ask the right questions to understand a family's situation before presenting any options
  • Walk clients through coverage choices clearly and guide completed applications
  • Track every conversation and follow-up in the agency CRM as the work happens
  • Keep clients informed while their application moves through the carrier review process

Qualifications

  • A state life insurance license, or a commitment to obtain one before selling
  • Comfortable holding professional conversations by phone and video
  • Reliable computer, phone, and internet connection
  • Organized follow-through — applications don't close themselves
  • Background explaining options to people who didn't ask for a lecture

What we provide

  • Direct carrier appointments available to appointed agents
  • 1-on-1 mentor access, scripts, call reviews, and weekly team calls available through Shipley Legacy Group's six-year-old, 17-agent operation
  • Ongoing product and sales training — not a single onboarding week
  • Underwriting advocacy to support cases while they're in review
  • A fully remote setup — work from home, anywhere in the U.S., on a schedule you set

Compensation

This is a 1099 independent contractor opportunity. Compensation is commission-based — no salary or hourly pay is provided. Earnings depend on individual production. Qualified candidates who want to build a client book on their own terms are encouraged to apply.

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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