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

Hallowell, ME Part-time Posted Jul 21, 2026
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Hallowell, ME: Build Something Real — On Your Schedule

Hallowell's tight-knit community of civic-minded professionals knows a thing or two about balancing a full life with meaningful work — and this opportunity was built with exactly that balance in mind. This is a remote, work-from-home position serving the Hallowell, ME area, so whether you're steps from the Kennebec or anywhere else, no commute or local office visit is required. Full-time job, busy family, packed life? No problem. This role is built for people exactly like you.

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

Hallowell professionals have a reputation for thoughtful decisions and genuine community investment — if you bring that same intentionality to exploring this, we'd love to connect. Reach out and let's have a straightforward conversation, no pressure and no pitch, about whether this fits the life you're already living.

Part-Time Life Insurance Agent — Nights & Weekends OK (Remote, 1099) · Careers at Shipley Legacy Group