Shipley Legacy Group
Sales Representative
Remote Sales Consultant — Commission Sellers Welcome
Hiring across 11 markets in 10 states
Akron, OH · Broken Arrow, OK · Denham Springs, LA · Hopkinton, RI · Janesville, WI · Phenix City, AL · Poultney, VT · Richmond, KY · Sundance, WY · Van Buren, ME · Ville Platte, LA
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 11 markets across 10 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
Shipley Legacy Group is hiring remote life insurance sales agents to help individuals and families review coverage and apply for policies. This role suits people who already earn on commission in another field and want to bring that same discipline to a product with real weight behind it.
What you'll do
- Reach out to people who have already asked for information about life insurance
- Set and hold remote appointments to learn each family's situation before presenting anything
- Walk clients through their options clearly and help complete an application together
- Track each case through the review process and keep clients informed until a policy is issued
- Log activity and notes in the agency CRM as work happens
- Keep up with product and carrier training available through Shipley Legacy Group
Qualifications
- Currently or recently working in a commission-based role — any industry
- Comfortable building trust and holding focused conversations by phone or video
- Able to manage a pipeline, follow up without being prompted, and see a deal through
- A state life insurance license, or the ability to get one before writing business
- Reliable computer, phone, and internet connection for fully remote work
What we provide
- Direct carrier appointments through Shipley Legacy Group, a six-year-old independent agency with 17 agents
- One-on-one mentorship and scripts available to support your start
- Weekly team calls and call reviews you can join
- Ongoing training on products and carriers — available at no cost to you
Compensation
This is a 1099 independent contractor opportunity with Shipley Legacy Group. Compensation is commission-based; no salary or hourly pay is provided. Earnings depend on individual production. If this is already how you work, we'd like to hear from you.
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. Sales Representative at Shipley Legacy Group is 100% remote within the United States. The agency is actively recruiting in 11 markets across 10 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.