Jobs in Kentucky 2026 (Now Hiring) - Smart Auto Apply

Join Our Team at True North Group!

Position Title: Field Sales Agent and Trainer

Number of Openings: 1 Territory Leadership Position Available

At True North Group, we believe leadership isn't about a title.It's about action, integrity, and raising others up. We're expanding fast, and we're looking for leaders who want to make an impact, not just earn a paycheck.

As a Field Sales Agent and Trainer, you'll do more than just sell. You'll coach, mentor, and scale success. You'll be on the front lines helping new representatives hit goals, build confidence, and deliver critical protection to families and workers in your community.

This is an ideal role for someone with sales experience who's ready to move into mentorship and team development.

What You'll Be Doing

Your mission is twofold. Drive production and build people while providing our supplemental insurance benefits to small and medium sized businesses.

Your responsibilities will include:

Running in-person appointments with business owners and employees

Modeling high-performance sales behavior for new team members

Mentoring new hires through onboarding and field training

Supporting sales representatives with product knowledge and systems

Leading daily or weekly team huddles to align goals

Tracking production, forecasting activity, and collaborating with leadership

You won't be in this aloneyou'll have top-tier mentorship and leadership support as you build your own team.

What You'll Get

At True North, we reward performance with leadership opportunities and growth incentives.

You can expect:

Weekly Draw Pay, Bonuses, and Stock Options

Advanced Leadership and Coaching Development

Incentive Trips, Contests and Weekly Recognition

Fast-Track Growth into Agency Ownership

A Collaborative Culture Focused on Impact & Integrity

What You Bring to the Table

We're looking for someone who leads from the front, thrives under pressure, and finds fulfillment in helping others succeed.

Our ideal candidate is:

A confident communicator who can coach and train others

Organized, consistent, and dependable

Goal-oriented, with a strong internal drive

Experienced in outside sales or team leadership

Passionate about making a difference and growing a team

Currently licensed, or willing to get licensed (Health & Life) within your first 90 dayswe reimburse the fees and support your preparation.

Bonus Points If You've Got:

Experience mentoring or onboarding new hires

Background in direct sales, athletics, or entrepreneurship

A desire to eventually lead your own team or agency

This Is Your Next Chapter

This role isn't about managing from the sidelinesit's about leading from the trenches, building others up, and becoming the kind of leader you wish you had.

If you are ready to build something that impacts lives - let's talk.

www.thetruenorthgroupllc.com