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Reid Agency

Entry Level Sales Rep - (Remote)

Williamsburg, VA Full-time Posted Aug 5, 2026
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Williamsburg, VA—home to professionals in education, hospitality, and service-oriented leadership—deserves people who can have real conversations about family protection and financial security. The Reid Agency is 100% remote and looking for early-career individuals with drive and grit who want to own their results from day one. This is a remote, work-from-home position serving the Williamsburg, VA area and all 50 states we operate in. You won't wait years for permission to prove yourself.

What you'll actually do

  • Earn your life insurance license in weeks 1–2 — the process is guided, not guesswork
  • Shadow experienced agents and start booking appointments by week three
  • Have real conversations with families about protecting what matters most to them
  • Run your own virtual appointments across all 50 states we operate in
  • Build a client base and, if leadership calls to you, start growing a team
  • Stay connected through weekly team calls with 40 agents invested in each other's success

Who this is a fit for

  • Recent graduates or early-career professionals who want to own what they build
  • People with a fire that hasn't found the right vehicle yet
  • Those hungry for real mentorship — from people actively doing the work, not just managing it
  • Self-starters who are honest with themselves about the discipline 1099 commission work requires
  • People who look at James — who came from construction, became the top agent in the agency within a year, and is now launching his own — and think: I can do that

What we provide

  • Full licensing guidance in your first two weeks — you won't navigate it alone
  • Scripts, call reviews, and a 1:1 mentor throughout your first month and beyond
  • Virtual ride-alongs so you see the real work before you run it yourself
  • 50 carriers across 50 states and a mission worth showing up for every day
  • A community of 40 agents built over 8 years on encouragement, not ego

The honest part

This is 1099, commission-only work. No salary. No safety net. If you need a guaranteed paycheck to start your career, this isn't that. But if you're ready to bet on yourself — fully and seriously — reach out. We'd love to talk.

Ready to build something real in Williamsburg and beyond? Apply now and let's talk about what's possible when you own your own success.

Apply directly to Reid Agency

Interested in this role?

Send your information to the hiring team. This opening is accepting applications through August 19, 2026.

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