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The Lyons Agency

From Service to Sales — Remote Life Insurance Agent (1099)

Pewaukee, WI Full-time Posted Aug 12, 2026
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Pewaukee, WI families protect what they've built — and so do the agents who serve them. The Lyons Agency is hiring remote life insurance agents who bring discipline, purpose, and a commitment to their community. This is a remote, work-from-home position serving the Pewaukee, WI area — 100% commission-based 1099 life insurance sales across all 50 states.

What you'll actually do

  • Contact prospective clients about life insurance, mortgage protection, annuities, and debt-free life strategies
  • Schedule and hold coverage conversations — by phone or virtually, on your own schedule
  • Ask questions, listen, and match each family to coverage that fits their actual situation
  • Walk clients through available options and help complete applications clearly and honestly
  • Follow cases through underwriting — you advocate, but you don't control the outcome
  • Connect with a weekly team call and a 1:1 mentor when you need direction or a second opinion

Who this is a fit for

  • Veterans who bring structure and follow-through and want a career — not a gig
  • People who hold (or are willing to earn) a state life insurance license
  • Self-starters who take initiative and ask for help — both matter here
  • Anyone done being bound by someone else's schedule and ceiling, like James Butler was before he left commercial construction
  • Communicative, growth-oriented people who treat personal development as non-negotiable

What we provide

  • Direct carrier appointments across 50 carriers — you hold your own contracts
  • A 1:1 mentor and agent community available from week one at The Lyons Agency
  • Scripts, call reviews, CRM access, and case design help available as you build
  • Reduced-cost leads available to keep startup costs manageable
  • No production quota — you set the pace

The honest part

This is 100% commission, 1099 work — no salary, no guaranteed pay. If you're comfortable standing still, this isn't the right fit. If you're ready to build something that's yours in Pewaukee and beyond, apply and let's talk about what month one looks like at The Lyons Agency.

Apply directly to The Lyons Agency

Interested in this role?

Send your information to the hiring team. This opening is accepting applications through August 28, 2026.

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