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The Wood Agency Life

Already Self-Employed? Remote Life Insurance Sales at The Wood Agency (1099)

Princeton, IL Contract (1099) Posted Aug 18, 2026
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Princeton, IL deserves advisors who understand what independent work means — and who can guide families through one of life's most important decisions. This is a remote, work-from-home position serving the Princeton, IL area and beyond. You'll consult with families on term life, whole life, final expense, and IUL coverage, setting your own hours and owning your results without management overhead. It's 100% remote, and the structure will feel familiar if you've already built something on your own.

What you'll actually do

  • Consult with families on term life, whole life, final expense, or IUL based on their real situation
  • Set your own hours, work your own leads, and own your results without management overhead
  • Present coverage options across 43 carriers — you're consulting, not pitching one thing
  • Handle applications and follow clients through underwriting without handing them off
  • Stay available through the full policy life, including benefit claims
  • Show up to weekly team calls and call reviews to stay sharp and connected

Who this is a fit for

  • Freelancers, contractors, or small business owners who already operate independently
  • People with a track record of working without management and staying accountable anyway
  • Anyone who's sold products or services before and wants the earning structure to match the effort
  • Unlicensed candidates willing to get licensed — typically done within the first two weeks
  • People who want the work to matter, not just pay

What we provide

  • Direct mentorship from Ben and Andrea — Ben spent 20 years as a photographer before coming to insurance, so the unconventional-path conversation is a real one
  • Scripts, call reviews, ride-alongs, and 1:1 support from day one
  • A 43-carrier portfolio so you're recommending the right fit, not defending one option
  • Weekly team calls with 13 agents across all 50 states
  • A remote model with four years behind it and a team that operates it every day

The honest part

This is commission-based 1099 work — same structure you already understand, different industry. It's not for people who need certainty before they act or who want to be told exactly what to do every day. If you're self-directed, resilient, and ready to serve families in Princeton, IL and beyond with work that matters, apply today.

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 5, 2026.

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