True North Group LLC.Verified Source

Outside Sales Representative and Trainer

Partially · Dallas, Texas
Posted August 12, 2026
payroll

Overview

As an Outside Sales Representative and Trainer at True North Group, you own a hybrid role combining field sales with hands-on coaching of new agents. You build your own client base while training others to do the same, directly shaping the team's success. This boots-on-the-ground position blends individual selling with leadership development, and it comes with clear paths into senior leadership.

What You'll Do8

  • 1Meet with business owners to understand their needs and offer tailored insurance plans, aiming to close new accounts in your first 90 days.
  • 2Deliver engaging benefit presentations to employee groups of 50+, driving enrollment and client satisfaction.
  • 3Follow up with clients and support them through claims and coverage questions, building long-term relationships.
  • 4Shadow new reps in the field and provide hands-on sales training, coaching them through real scenarios.
  • 5Run call reviews, prep sessions, and debriefs with new team members to sharpen their skills.
  • 6Help new reps track progress and set weekly activity goals, ensuring they hit their targets.
  • 7Collaborate with your manager to build a strong, successful sales team, sharing best practices and feedback.
  • 8Maintain and grow your own book of business while guiding others to do the same, balancing personal production with mentorship.

Requirements9

  • 1Proven experience in outside sales or business-to-business sales
  • 2Experience mentoring, coaching, or training others in a sales setting
  • 3Ability to present clearly and confidently, whether 1-on-1 or to a room of 50+ people
  • 4Strong organizational skills, follow-through, and CRM usage
  • 5A Health & Life general lines license, or the ability to obtain one within 90 days
  • 6Bachelor's degree or equivalent experience in sales, leadership, or coaching
  • 7Experience using CRM software, specifically Salesforce
  • 8A coachable, positive attitude and a desire to help others win
  • 9Strong time management and communication skills

Salary Insight

Salary not disclosed in listing

Location

Typepartially
LocationDallas, Texas

Required Skills

insurancesalescrmsalesforcepresentation
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