Territory Sales Representative

True North Group LLC.; Gillette (WY); On-site; USD 50,000 - 80,000; Full time

Job summary

True North Group is hiring a Territory Sales Representative in Gillette, WY to meet face-to-face with working-class families and employees. You will present affordable supplemental insurance options and build lasting client relationships while delivering measurable results in your territory.

This field-based role offers uncapped income potential, weekly draws, performance bonuses, and ongoing licensing support as you grow with the company.

Qualifications

• Willing to obtain a Life & Health license within 30 days (company support and reimbursement)
• Sales or customer service background is a plus
• Comfortable working in a field-based role

Responsibilities

• Conduct in-person meetings with business owners and employees
• Deliver tailored supplemental benefit presentations in group or individual settings
• Build trust and long-term relationships with clients
• Generate and follow up on leads, maintain records, and close new accounts
• Partner with experienced leaders and trainers to refine your approach
• Tap into mentorship, field training, and proven systems

Skills

Face-to-face meetings

Sales

Lead generation

Relationship building

Independent work

Job description

Join Our Team at True North Group

Position: Territory Sales Representative

Number of Openings: 1 Territory RepresentativePosition Available

Build a Career That Builds People

At True North Group, we believe in protecting families—and empowering individuals to take ownership of their future. That starts with our people.

As a Territory Sales Representative, you'll meet face-to-face with working-class families and employees across your assigned territory. You'll provide them with affordable supplemental insurance benefits that offer peace of mind when life throws them something unexpected.

This is more than direct sales—this is service with purpose, backed by a team that wins together and grows together.

In this role, you'll:

• Conduct in-person meetings with business owners and employees
• Deliver tailored supplemental benefit presentations in group or individual settings
• Build trust and long-term relationships with clients
• Generate and follow up on leads, maintain records, and close new accounts
• Partner with experienced leaders and trainers to refine your approach
• Tap into mentorship, field training, and proven systems

What's In It for You

We believe hard work should come with big rewards. Here's what you'll gain:

• Uncapped Commission + Weekly Draw Pay + Performance Bonuses and Incentives
• Fast-Paced Career Progression & Promotion Tracks
• Ongoing Education, Licensing Support, and Mentorship
• Exclusive Incentive Trips + Stock Bonuses + Recognition
• A Clear Mission with Measurable Impact

You Might Be a Fit If You're:

• Motivated, resilient, and ready to learn
• Professional and people-oriented
• Competitive, coachable, and growth-driven
• Comfortable working independently in a field-based role
• Willing to obtain a Life & Health license within 30 days (support in obtaining, and reimbursement afterwards)

Bonus Points For:

• Background in customer service, retail, or athletics
• Previous experience with team environments
• Entrepreneurial spirit or business-minded goals

True North Group Is Hiring Now

This is a rare chance to launch a career that pays for performance, promotes from within, and gives back through purpose-driven work.

www.thetruenorthgroupllc.com