Demo

Territory Sales Representative

Arrow Financial Business Group
Baraboo, WI Full Time
POSTED ON 4/24/2026
AVAILABLE BEFORE 5/23/2026

Build Something That Matters

We are expanding aggressively in key markets and building an elite leadership and sales force in Baraboo, WI and surrounding areas. We’re looking for driven individuals who want real income, and real impact.

This is for people who want to take control of their future and build something powerful. We offer a workplace benefit at no-cost to business owners that protects employees and their families assets.

 

What You Can Expect

  • $80k–$125k in your first year -Uncapped Commission based income (top performers go higher)
  • Get paid what you earn — and recognized for it
  • Company-paid international trips
  • Monthly residual income
  • Protected territory within 15–45 minutes of your home
  • Monday–Friday schedule
  • A product that actually makes a difference

Your Mission

  • You’ll build your own book of business through B2B outreach and by strengthening long-term client relationships.
  • You’ll represent a product with growing demand, a short sales cycle, and real value for families.
  • Lead by example
  • Deliver security, peace of mind, and solutions that matter.

What we Offer

  • Hands-on field training
  • Daily coaching and leadership support
  • Proven lead systems
  • Stock Ownership Plan
  • Top-tier sales tools, scripts, and resources
  • Robust CRM systems to support you territory
  • A system built for people who want to dominate their market

This Role Is for You If You...

  • Are goal-driven and refuse to settle
  • Want to be paid what you’re worth — not capped
  • Can manage yourself without being micromanaged
  • Value freedom earned through performance
  • Thrive in face-to-face conversations
  • Enjoy helping people while building wealth
  • Have leadership instincts
  • Want advancement on your terms
  • Currently have a Health and Accident Insurance License or willingness to obtain one

Why Join Us

We don’t offer “just another job.”
We offer a platform to build a career, a reputation, and a future.

This role is customizable for the right person — someone who’s ready to step up, take ownership, and lead.

Apply now

Company Description
Arrow Financial Business Group is an independent insurance agency. We specialize in offering affordable supplemental health insurance policies to business owners and individuals in different markets across the country.

Salary : $80,000 - $125,000

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