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Part-Time Life Insurance Agent — Nights & Weekends OK (1099)

Oconomowoc, WI Part-time Posted Jul 21, 2026
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A Flexible Opportunity Built for Oconomowoc, WI

Whether you're growing roots in Oconomowoc, juggling a busy family schedule, or looking to build something alongside your current career, this opportunity was designed with people like you in mind. This is a remote, work-from-home position serving the Oconomowoc, WI area — no commute, no local branch to report to, no relocation required.

Many of our advisors started part-time — a few evenings, a weekend appointment here and there — helping families protect themselves with term life insurance and annuities. This is a 100% remote, 1099 independent contractor position you can genuinely fit around your real life.

This could be a great fit if you are

  • Looking for meaningful part-time work without leaving your current job
  • Self-motivated and able to carve out a few focused hours each week
  • Licensed already — or open to getting licensed (we'll help you through it)

What you should know upfront

  • This is commission-based, 1099 work — there is no salary or guaranteed pay
  • Your results will reflect the time and consistency you put in
  • Part-time is a perfectly valid way to start — many people keep it that way
  • You are in control of your own schedule and pace

What we bring to the table

  • Real training — not just a link to watch on your own
  • Mentorship from people who've done it part-time themselves
  • A supportive team that won't disappear after your first week

If you're a Oconomowoc-area professional — whether you're in retail management, real estate, running a small business, or simply ready for something more flexible — and you're even just curious about what this looks like, reach out. We'll have a straightforward, no-pressure conversation and let you decide if it fits your life.