Shipley Legacy Group
Nurses, CNAs & Skilled Trades — Remote Life Insurance Agent (1099)
Salyersville, KY–based Shipley Legacy Group is looking for nurses, CNAs, home health aides, and skilled tradespeople who spend their days explaining hard things to people in difficult moments — and are ready to bring those instincts to remote, commission-based 1099 life insurance work. This is a 100% remote, work-from-home position serving the Salyersville, KY area.
What you'll actually do
- Contact prospective clients who've asked about life insurance coverage
- Schedule and hold coverage conversations by phone or video call
- Listen to each client's situation and explain available policy options clearly
- Help clients complete applications and track their cases through underwriting
- Work independently, setting your own hours around your current commitments
- Use call review resources and scripts available through the agency when you need them
Who this is a fit for
- Healthcare workers and tradespeople ready for a meaningful career shift
- People already comfortable having honest conversations about serious topic
- Self-directed individuals who don't need someone managing their daily schedule
- Those who hold a state life insurance license — or are willing to obtain one before selling
- Anyone with a computer, a phone, and reliable internet at home
What we provide
- Direct carrier appointments available through Shipley Legacy Group
- 1:1 mentorship available from day one alongside scripts and call reviews
- Weekly team call available to connect with the agency's 17 active agents
- Underwriting advocacy available when a client's case needs extra attention
The honest part
This is commission-only 1099 work — no hourly wage, no salary. Anissa and Joe Shipley started Shipley Legacy Group after losing close family members and learning firsthand what a missing policy costs a grieving family; if that mission resonates with the work you've already been doing, it's worth a conversation. If you need guaranteed pay right now, this isn't the right fit — if you don't, reach out and let's talk.
Ready to make a difference for families in Salyersville and beyond? Apply now or contact Shipley Legacy Group directly to learn more about joining a small, tight-knit team that values honest work and real mentorship.
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.