Field Sales Representative

True North Group LLC.; Saint Augustine (FL); On-site; USD 40,000 - 75,000; Full time

Benefits offered by this job

Weekly bonuses

Day-One training

Performance-based trips

Stock bonuses

Growth tracks

Supportive culture

Job summary

True North Group LLC is looking for a Field Sales Representative to join our team and expand the delivery of top-tier supplemental insurance to small and mid-sized businesses. You will engage face-to-face with business owners, present to employee groups, and build trusted, long-term relationships through service and expertise.

In this role, you will be rewarded with weekly draw pay, uncapped bonuses and commissions, plus growth opportunities.

Qualifications

• Must be able to meet with business owners and present benefits.
• Licensed or willing to obtain Health & Life license within 90 days; fees reimbursed.
• Willingness to travel within territory and build a personal book of business.

Responsibilities

• Meet with small business owners and decision-makers.
• Present benefit packages to groups of employees.
• Guide individuals in selecting plans that meet their needs.
• Follow up with clients and assist with claims and coverage.
• Build a strong personal book of business.
• Use our CRM tools to track activity and performance.
• Work alongside a high-performing team that trains together.

Skills

People skills

Communication

Goal-oriented

Self-motivated

Tools

CRM (Salesforce)

Job description

Join Our Team at True North Group!

Position: Field Sales Representative

Number of Openings: 1 Territory Role Available

Who We Are

At True North Group, we believe that when people are protected, they perform better—and that starts with you. We're a team of driven professionals helping small and mid-sized businesses offer top-tier supplemental insurance to their employees. Our mission is simple: protect families, empower communities, and build careers with real purpose.

This role is for someone ready to get out from behind the desk and into the field - meeting face-to-face with business owners, presenting to employee groups, and building long-term relationships based on trust and service.

Expect to:

• Meet with small business owners and decision-makers
• Present benefit packages to groups of employees
• Guide individuals in selecting insurance plans that meet their needs
• Follow up with clients and assist with claims and coverage
• Build a strong personal book of business
• Use our CRM tools to track activity and performance
• Work alongside a high-performing team that trains together and wins together

What We Offer

This isn't just a sales job - it's a launchpad. We believe in rewarding effort, integrity, and consistent action.

Here's what you can count on:

• Weekly Draw Pay with uncapped bonuses and commissions
• Day-One Training with ongoing field coaching
• Performance-Based Trips (think all-inclusive and unforgettable)
• Stock Share Bonuses & Lifetime Vested Renewal Income
• Growth Tracks into leadership, team building, or territory expansion
• Culture of Support-you'll never be left guessing what to do next

Who Thrives Here

You're a fit if you:

• Love people and enjoy solving problems
• Want to build a career with freedom and purpose
• Are goal-oriented and self-motivated
• Are confident presenting in front of a group
• Are organized, coachable, and driven to succeed
• Are currently licensed orwilling to get licensed (Health & Life) within your first 90 days - we reimburse the fees and support your preparation.

Bonus Points If You Have:

• Previous experience in outside sales, customer service, hospitality, or athletic/competitive backgrounds
• Familiarity with CRM systems (Salesforce preferred but not required)
• A knack for leadership or mentoring others

This is your chance to grow something for yourself while doing work that makes a real difference. You'll be joining a high-energy, mission-driven team that shows up with purpose every day.

www.thetruenorthgroupllc.com