Shipley Legacy Group
Sales Representative
Remote Sales Consultant — Start Part-Time, Go Full-Time
Hiring across 11 markets in 10 states
Albion, NE · Cleveland, OH · Del Rio, TX · Elkton, MD · Kingstree, SC · Mishawaka, IN · Racine, WI · Southbridge, MA · Vidalia, LA · Westfield, IN · Wrangell, AK
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 who want to begin part-time and grow toward full-time work at their own pace. This role suits people who aren't ready to walk away from current obligations but want to build something real alongside them.
What you'll do
- Reach out to people who've already asked about life insurance coverage — no cold lists, no door-knocking
- Schedule and hold coverage conversations by phone or video, entirely from home
- Ask questions to understand a client's situation before walking through any options
- Work through policy choices together and help the client complete an application on the call
- Stay with the case after submission — keep the client informed while the carrier reviews it
- Log conversations, next steps, and case updates in the CRM as you work
Qualifications
- A state life insurance license, or a concrete plan to get one before your first sale
- A computer, a reliable phone, and a stable internet connection at home
- Comfort holding real conversations with people by phone or video
- Ability to manage your own follow-up and pipeline without external structure
- Consistent effort — part-time hours still need to be worked steadily, not sporadically
What we provide
- Direct carrier appointments — Shipley Legacy Group is an independent agency, six years in business with 17 agents on the team
- Flexible scheduling: set your own hours to fit around your current commitments
- 1:1 mentorship, scripts, and call review resources available to agents who want them
- Free ongoing training and a weekly team call, accessible when your schedule allows
- Underwriting advocacy when a pending case needs extra attention before it issues
Compensation
This is a 1099 independent contractor opportunity. Compensation is commission-based; no salary or hourly pay is provided. Earnings depend on individual production. If this structure fits where you are right now, Shipley Legacy Group welcomes your application.
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.