Direct Sales Leader

True North Group.•Durango, CO

1d•Onsite

About The Position

True North Group is hiring a Direct Sales Leader for a territory-based sales role combining independent field work with sales leadership. The leader represents the company to small and mid-sized businesses, helps them navigate employee benefit needs, and develops new representatives through coaching, mentoring, and example. The role includes personal sales activity as well as training agents, supporting team development, setting goals, tracking activity, and helping clients with claims, renewals, and benefit questions.

Requirements

Successful sales experience, particularly in a field or B2B setting.
A leadership or mentoring mindset and interest in helping others grow.
Clear communication skills, including the ability to explain complex ideas to individuals and groups.
Organization, reliability, follow-through, and commitment tracking activity and keeping commitments.
A service-driven approach to selling, coaching, and leading.
Hold a Health & Life general lines license or be willing to earn it within 90 days.
Comfort learning software and using Salesforce and other digital tools.
A bachelor's degree is preferred; candidates with four or more years of customer-facing or sales experience will also be considered.
Energy, focus, integrity, ownership, and willingness to lead by example.

Nice To Haves

Bachelor's degree.
Previous formal team leadership experience.

Responsibilities

Meet with business owners and decision-makers, present benefits to their teams, follow up on leads, and set appointments.
Shadow new agents in the field, role-play sales scenarios, and guide them through their initial weeks and first sales.
Host regular team check-ins, help teammates track progress, and foster a positive team culture.
Work with a manager to set monthly individual and team goals and track key sales activities across the territory.
Help clients and team clients navigate claims, renewals, and benefit questions.

Benefits

Weekly draw pay providing a stable income base.
Immediate eligibility for commissions and bonuses.
Quarterly retreats.
Annual incentive trips.
Stock share bonuses.
Lifetime-vested renewal commissions.
Hands-on leadership training and guidance.
Career advancement opportunities and promotion from within.
Supportive mentorship, systems, and recognition.
Flexible, increasingly self-directed schedule as the team and book of business grow.
The company will help cover the cost of obtaining the required license.