Shipley Legacy Group
Life Insurance Sales Agent
Real Estate & Mortgage Pros — Remote Life Insurance Agent (1099)
Hiring across 22 markets in 18 states
Bridgeport, CT · Clinton, IA · Conway, AR · Coral Springs, FL · Drummond, MT · Dudley, MA · Eau Claire, WI · Houston, AK · Incline Village, NV · Ketchikan, AK · Kotlik, AK · La Vista, NE · Meadville, PA · Mebane, NC · Midlothian, VA · Millsboro, DE · Monroeville, AL · Mount Laurel, NJ · Pittsburgh, PA · Sandy, UT · Summit, NJ · Waterbury Center, VT
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 22 markets across 18 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
If you've spent years helping clients navigate home purchases or close loans, you already know how to earn trust around big financial decisions. Shipley Legacy Group — founded by Anissa and Joe Shipley after losing close family members without enough coverage — is looking for people ready to apply those same skills to life insurance. This is a 100% remote, commission-based 1099 role.
What you'll actually do
- Contact prospective clients to schedule and hold coverage conversations
- Learn each client's situation and explain available life insurance options clearly
- Help clients complete applications and follow each case through underwriting
- Manage your own pipeline and daily schedule from home
- Use available scripts and call reviews to sharpen your approach over time
- Tap into a 1:1 mentor when you run into a tricky case or need a second opinion
Who this is a fit for
- Former real estate agents, loan officers, or mortgage brokers open to a new product line
- People already comfortable with commission-only income who don't need a salary to feel stable
- Self-starters who can manage follow-through without someone looking over their shoulder
- Currently licensed in life insurance — or willing to obtain a license before selling
- Anyone who genuinely wants to help families protect what they've built
What we provide
- Direct carrier appointments available once you're licensed and appointed
- 1:1 mentor access and a weekly team call available through Shipley Legacy Group's 17-agent team
- Scripts, call reviews, and free ongoing training available to agents who want them
- Underwriting advocacy available when a case needs extra attention
The honest part
This is 100% commission-based 1099 work — no base pay, no salary, no guaranteed income. If you need a steady paycheck while getting started, this isn't the right fit right now. If you're ready to learn more, reach out to Shipley Legacy Group and let's have a straight conversation about what the work actually looks like.
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 22 markets across 18 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.