Shipley Legacy Group
Licensed Agent Ready to Lead — Remote Life Insurance Team Builder (1099)
Gillette, WY energy and operations professionals: Shipley Legacy Group is building a remote life insurance team and looking for licensed agents ready to lead. This is a 100% remote, work-from-home position serving the Gillette area and beyond — no commute, no office requirement. If you're already licensed, know how to work a pipeline, and want to help newer agents find their footing, we're a 17-agent remote team built by two people who started this work after losing close family members.
What you'll actually do
- Contact prospective clients and hold conversations about final expense and term life coverage needs
- Explain available policy options clearly and help clients complete their applications
- Follow submitted cases through underwriting and advocate when a file needs attention
- Mentor newer agents — share what works, join call reviews, and give honest feedback
- Contribute to the weekly team call and help shape a team culture built on straight talk
Who this is a fit for
- Active life insurance licensees who are comfortable running their own book independently
- Agents who've been in the seat long enough to teach others without sugarcoating it
- People who want leadership without layers of management overhead
- Self-directed producers who set their own schedule and follow through without being chased
- Those who value a small, real team over a massive anonymous organization
What we provide
- Direct carrier appointments available through Shipley Legacy Group
- Scripts, call reviews, and 1:1 mentorship available to every agent on the team
- Weekly team call connecting all 17 agents — available, not mandatory
- Underwriting advocacy available when a case needs someone in your corner
The honest part
This is commission-only 1099 work — your pay comes from your own life insurance sales to clients, full stop. If you need a salary or guaranteed weekly pay, this isn't it. If you're ready to lead from the front and sell while you mentor, reach out to Shipley Legacy Group and tell us where you are in your career.
Apply directly to Shipley Legacy Group
Interested in this role?
Send your information to the hiring team. This opening is accepting applications through August 31, 2026.