Truck Drivers & Long-Haul Professionals — Remote Term Life Insurance Sales, 1099

Springfield, MA's healthcare and administrative professionals deserve solid term life protection—and families across the region need someone who understands their real circumstances to help them get it. At The Wood Agency, you'd spend your days doing exactly that work, fully remote, 100% commission-based 1099 work, from home.

What you'll actually do

• Reach out to people who've already requested term life information and schedule remote conversations with them
• Ask questions before presenting anything — understand a family's situation first, every time
• Walk clients through coverage options that genuinely fit their circumstances and budget
• Complete applications alongside clients and stay with each case through underwriting
• Keep careful notes and follow up consistently — relationships don't move themselves forward

Who this is a fit for

• You've worked in trucking, logistics, or long-haul transportation and you're ready for work that keeps you home
• You hold a state life insurance license — or you're prepared to get one before making your first sales call
• Solo miles taught you to stay on task when no one's watching; that carries over here
• You build trust with strangers quickly and know how to have a real conversation
• You want independence from a micromanager — and you'll do the work to earn it
• A flexible schedule matters more to you right now than a fixed weekly paycheck

What we provide

• Weekly team call and access to scripts and call reviews — available when you want them
• Access to ride-alongs and 1:1 mentorship with Ben and Andrea, who built The Wood Agency fully remotely
• 43 carriers represented, so you're not recommending the same policy to every family regardless of fit
• A clear first-month structure: licensed by week 2, trained and contracted by week 3, making calls by month's end

The honest part

This is commission-based work — 1099, no salary, nothing that pays by the mile or the hour. If a steady guaranteed paycheck is what you need while getting started, The Wood Agency isn't the right stop right now. But if you're done with nights away from home and ready to build something on your own schedule, reach out and we'll walk you through exactly how the comp works — and if it's not a fit, we'll say so.