The Wood Agency Life
Already Self-Employed? Remote Life Insurance Sales at The Wood Agency (1099)
Taneytown, MD families deserve life insurance that actually fits their lives — and if you're already running your own show as a freelancer, contractor, or small business owner, you know what it takes to build something real. The Wood Agency is looking for self-directed people to consult with families across Carroll County and beyond on term life, whole life, final expense, and IUL coverage. This is a 100% remote, work-from-home position serving the Taneytown, MD area — you'll set your own hours, work your own leads, and own your results without management overhead.
What you'll actually do
- Consult with families on term life, whole life, final expense, or IUL based on their real situation
- Set your own hours, work your own leads, and own your results without management overhead
- Present coverage options across 43 carriers — you're consulting, not pitching one thing
- Handle applications and follow clients through underwriting without handing them off
- Stay available through the full policy life, including benefit claims
- Show up to weekly team calls and call reviews to stay sharp and connected
Who this is a fit for
- Freelancers, contractors, or small business owners who already operate independently
- People with a track record of working without management and staying accountable anyway
- Anyone who's sold products or services before and wants the earning structure to match the effort
- Unlicensed candidates willing to get licensed — typically done within the first two weeks
- People who want the work to matter, not just pay
What we provide
- Direct mentorship from Ben and Andrea — Ben spent 20 years as a photographer before coming to insurance, so the unconventional-path conversation is a real one
- Scripts, call reviews, ride-alongs, and 1:1 support from day one
- A 43-carrier portfolio so you're recommending the right fit, not defending one option
- Weekly team calls with 13 agents across all 50 states
- A remote model with four years behind it and a team that operates it every day
The honest part
This is commission-based 1099 work — same structure you already understand, different industry. It's not for people who need certainty before they act or who want to be told exactly what to do every day. If you're self-directed, resilient, and want work that serves families in a real way, apply today.
Apply directly to The Wood Agency Life
Interested in this role?
Send your information to the hiring team. This opening is accepting applications through September 13, 2026.