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The Wood Agency Life

Shift-Weary Healthcare Pro — Remote Whole Life Insurance Sales, 1099

Role: Whole Life Insurance Sales Agent

Poultney, VT Contract (1099) Posted Aug 24, 2026
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Poultney, VT — if you've spent years in healthcare learning to read people, explain the complex, and build trust fast, The Wood Agency wants to talk with you. This is a remote, work-from-home position serving families across the Poultney area and beyond. We're looking for healthcare professionals — nurses, paramedics, techs, medical admin — ready to bring those same skills to whole life insurance sales on a commission basis, completely on your own schedule.

What you'll actually do

  • Contact prospective clients who've shown interest in whole life coverage
  • Schedule and hold one-on-one conversations to understand each family's needs
  • Walk clients through policy options clearly — no pressure, no overselling
  • Help clients complete applications and follow each case through underwriting
  • Support clients through the claims process when the time comes
  • Work independently across a book of clients you build over time

Who this is a fit for

  • Nurses, paramedics, techs, or medical admin ready for a career shift
  • People who are disciplined enough to work without someone managing their hours
  • Those comfortable with commission-only income and building toward it steadily
  • Anyone who's good at explaining hard things to people under stress
  • Candidates willing to obtain a life insurance license before selling (or already licensed)
  • Self-starters who hate micromanagement but still do the work

What we provide

  • A structured first month: licensed by end of week 2, contracted and trained by week 3, making sales calls by end of month one
  • Access to weekly team calls, scripts, call reviews, and ride-alongs
  • 1:1 mentorship available with Ben and Andrea, who run The Wood Agency fully remote
  • Products across 43 represented carriers so recommendations can actually fit the client

The honest part

This is 100% remote, commission-only 1099 work — there's no base pay and no guarantee for simply showing up. If your situation requires a steady paycheck right now, that's worth knowing before you apply. If you want to find out whether it could be a fit, reach out to The Wood Agency and ask what the first 30 days actually look like.

Ready to move beyond shift work? Apply now or contact The Wood Agency directly to learn how healthcare professionals in the Poultney community and across Vermont are building income on their own terms.

Apply directly to The Wood Agency Life

Interested in this role?

Send your information to the hiring team. This opening is accepting applications through September 8, 2026.

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