Shipley Legacy Group
Life Insurance Sales Agent
Nurses, CNAs & Skilled Trades — Remote Life Insurance Agent (1099)
Hiring across 23 markets in 20 states
Albemarle, NC · Batesville, AR · Branson, MO · Cape Coral, FL · Chicopee, MA · Covington, GA · Cumberland, RI · Dearborn, MI · Denio, NV · Dyer, NV · Gorham, ME · Hooksett, NH · Jackson, TN · Jerome, ID · Kearny, NJ · Mount Pleasant, SC · Mount Washington, KY · Odessa, TX · Ord, NE · Salem, OR · Sammamish, WA · Travelers Rest, SC · Winchester, KY
This role is remote — the markets are where we are actively recruiting.
- Pay
- Commission-only, 1099 independent contractor — no base salary, no hourly wage
- License
- Not required to apply — you will need a state license before your first sale
- Where
- Remote anywhere in the US · actively recruiting in 23 markets across 20 states
- Applying takes
- About two minutes — name, email, phone, whether you hold a license, optional résumé
- Who reads it
- A person at Shipley Legacy Group, not an automated screen
This role is 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 100% remote, commission-based 1099 life insurance work at Shipley Legacy Group.
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 topics
- 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.
Questions people ask about this role
Is this a salaried job?
No. Shipley Legacy Group contracts independent agents (1099). Pay is commission-only: no base salary, no hourly wage, and no guaranteed income. Individual results depend on individual effort and are not guaranteed.
Do I need a life insurance license to apply?
No. You can apply before you are licensed. You will need a state life insurance license before your first sale, and Shipley Legacy Group walks new agents through getting one during onboarding.
Is the role really remote?
Yes. Life Insurance Sales Agent at Shipley Legacy Group is 100% remote within the United States. The agency is actively recruiting in 23 markets across 20 states, but you can work from anywhere in the US.
What does Shipley Legacy Group provide?
Direct carrier appointments; Set your own schedule; Underwriting advocacy; 1:1 mentor; Scripts + call reviews.
What happens after I apply?
You get an automatic confirmation right away. A person at Shipley Legacy Group reads every application and reaches out directly to set up a first conversation — there is no automated screening.
How long does the application take?
About two minutes: your name, email, phone, whether you currently hold a life insurance license, and an optional résumé.
Apply directly to Shipley Legacy Group
Interested in this role?
Send your information to the hiring team. This opening is accepting applications through October 19, 2026.