Shipley Legacy Group
Former Teachers & School Staff — Remote Life Insurance Agent (1099)
Shipley Legacy Group is hiring remote life insurance agents to serve the Evans, CO area and beyond. This is a 100% remote, work-from-home position — you'll work entirely from wherever you choose. If you're a former teacher or school staff member ready to put your trust-building and communication skills to work in commission-based 1099 life insurance sales, keep reading.
What you'll actually do
- Contact prospective clients who've already asked about life insurance coverage
- Schedule and hold conversations to understand what protection a client needs
- Explain term life, whole life, or final expense options in plain, honest language
- Help clients complete applications and follow each one through underwriting
- Use scripts and call review resources available through Shipley Legacy Group to sharpen your approach
- Manage your own pipeline and follow through consistently with each client
Who this is a fit for
- Current or former teachers, counselors, coaches, paraprofessionals, or school administrators
- People who hold a state life insurance license — or are willing to obtain one before their first sale
- Comfortable leading one-on-one conversations over the phone
- Self-directed enough to work without anyone managing your daily schedule
- Looking for 100% remote work with hours you control
- Drawn to a team with a real reason for being — Anissa and Joe Shipley built this agency after losing close family members and seeing firsthand what a life insurance policy means to the people left behind
What we provide
- Direct carrier appointments available to agents on the team
- A 1:1 mentor available to work with you as you get started
- Scripts, call reviews, and weekly team calls you can join
- Underwriting advocacy available when your clients need support navigating the process
The honest part
This is commission-only, 1099 independent-contractor work — no salary, no guaranteed pay. If a steady paycheck is what you need right now, this isn't the right fit. If you're ready to build a life insurance practice on your own terms and serve families in Evans, CO and the surrounding region, apply below and someone from Shipley Legacy Group will reach out to walk you through the next step.
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.