Field Sales Representative

True North Group; Oregon City (OR); On-site; USD 42,000 - 68,000; Full time

Benefits offered by this job

Weekly draw pay

Uncapped bonuses & commissions

Day-One training

Performance-based trips

Stock share bonuses & renewal income

Leadership growth tracks

Supportive culture

Job summary

True North Group is seeking a Field Sales Representative in the United States, Oregon City area, to meet with business owners, present supplemental insurance options, and build lasting relationships. You will train with a high-energy team, leverage CRM to track activity, and pursue leadership growth opportunities.

The role emphasizes field-based engagement, performance-based rewards, and ongoing coaching, with a focus on helping SMBs and employees choose protection plans.

Qualifications

• Face-to-face sales skills and relationship building.
• Ability to present benefit packages to groups of employees.
• Experience using CRM tools to track activity and performance.

Responsibilities

• 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 CRM tools to track activity and performance.
• Work with a high-performing team to train and win together.

Skills

People skills

Sales experience

CRM familiarity

Tools

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