Shipley Legacy Group
From Shift Work to Remote Life Insurance Agent — Healthcare & Trades Career Changers (1099)
Jasper, IN families deserve life insurance protection, and Shipley Legacy Group is building a team of remote, commission-based 1099 life insurance agents to serve this community. If you're a nurse, paramedic, electrician, or machinist who's done letting the shift schedule own you, this is a work-from-home opportunity built for you. This is a remote, work-from-home position serving the Jasper, IN area — you'll work entirely from home with a phone, computer, and reliable internet, on a schedule you build.
What you'll actually do
- Contact prospective clients by phone to introduce life insurance coverage options
- Schedule and hold one-on-one coverage conversations around your own calendar
- Listen to each client's situation and walk them through policy options that fit their needs
- Help clients complete an application and follow it through underwriting
- Use scripts and call-review resources available through the agency to sharpen your approach
- Lean on a 1:1 mentor when you hit a case or conversation you're not sure how to handle
Who this is a fit for
- Healthcare workers or tradespeople ready to leave rotating shifts and mandatory overtime behind
- People who are good at explaining complicated things clearly — that skill transfers directly here
- Self-starters who can hold themselves accountable without a manager hovering
- Someone willing to obtain a state life insurance license before selling, or who already holds one
- Comfortable working independently from home with a phone, computer, and reliable internet
- Someone who wants a schedule they build, not one handed to them at the start of the week
What we provide
- Direct carrier appointments available to agents from day one
- 1:1 mentorship and scripts available to support your learning curve
- Free ongoing training and a weekly team call available to all agents on the team
- Underwriting advocacy available when a client's case needs extra attention
The honest part
This is 100% commission-based 1099 work — no salary, no guaranteed pay, and no shortcuts. Anissa and Joe Shipley started this agency after losing close family members and learning firsthand why this coverage matters; they've been building the team for six years. If you bring the discipline, Shipley Legacy Group has the structure to help you learn the business. Apply below to start the conversation.
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.