Jobs at The Benefits Boss (Now Hiring) — 12 open

Remote Health Insurance Agent | 1099 | Commission + Residuals | Leads Provided

Let's be honest: most insurance agencies won't say this. The majority of new agents quit within 90 days. Not because they can't sell, but because they weren't given a real system, real support, or a clear picture of what it takes to succeed early on.

We give you all three.

This is NOT for you if:

• You need a guaranteed paycheck regardless of performance
• You want to "test the waters" without fully committing
• You're not open to daily coaching and accountability

This IS for you if:

• You're tired of your income being capped
• You want to build a book of business that pays you long-term
• You're ready to bet on yourself within a proven system

What We Provide

• Warm leads and booked appointments at no upfront cost; you pay nothing until you close
• Fully built CRM, dialer, and proven sales process
• A sales framework refined from 2,100+ closed policies
• Hands-on, daily coaching and support
• Step-by-step onboarding so you always know what to do next
• Contracts with 26+ carriers across health, life, and supplemental products

How You Ramp

• First days: you start as an appointment setter, booking appointments for our closers and learning the leads and the conversations. You earn a setter's fee for every appointment you book that closes.
• Weeks 1 to 2: while you book, you complete our 2-week training program, running structured call blocks six days per week, learning our sales framework.
• After training: you pass a recorded pitch assessment, then book your own appointments and close them yourself. You move to our structured draw model, based on a points program, plus full commissions and residuals on your own closes.

Licensing

An active health or life license (any state) is preferred, but not required to apply. Not licensed yet? You can still apply, but you'll need your home state license before training begins (most people complete it in 1 to 3 weeks). We also have systems in place to help you get your future state licenses faster for those who do not yet have the 5-10 state licenses needed for the sales stage of training.

What You Can Earn

• $40K to $80K typical first-year range for consistent agents
• Established full-time producers earn $8,000 to $15,000/month
• Top producers exceed $20,000/month, plus residual income on active policies
• 1099, commission-based, uncapped

These are real results from our current team, not projections.

What You'll Need

• Full-time availability, six-day call blocks during ramp-up
• Computer (Intel i5 or better, 16GB RAM), headset, and reliable internet (wired ethernet preferred; strong Wi-Fi or a USB internet dongle also acceptable)
• Financial runway during ramp-up

Note: candidates under immediate financial pressure typically struggle early. We want you set up to succeed.

Next Step

Apply now to receive an invitation to our next live virtual info session. In 30 minutes, you'll see the numbers, hear from current agents, and decide if this is the right fit. Selected candidates move to a one-on-one interview after the session.

Active health or life insurance license preferred; unlicensed applicants accepted but must obtain their home state license before training begins. Tech: Intel i5+, 16GB RAM, reliable internet (wired ethernet preferred, strong Wi-Fi or USB internet dongle acceptable).

Uncapped commission with residual income. Leads provided at no upfront cost.