Outside Sales Trainer

True North Group.•Pearl, MS

About The Position

True North Group is seeking an experienced Outside Sales Trainer to develop new sales representatives, lead by example in the field, and help new agents build confidence and consistency. The role balances personal sales production with training and mentorship, including ride-alongs, field training, and hands-on guidance. The trainer also provides business-to-business demonstrations of supplemental insurance products and helps foster a positive, team-focused culture rooted in growth. The position offers uncapped commission, weekly draw pay, performance incentives and bonuses, leadership development, mentorship, advancement opportunities, recognition events, retreats, and incentive travel.

Requirements

  • Experience in sales.
  • Strong communication skills and enjoyment of coaching and motivating others.
  • Team-oriented mindset focused on collective success.
  • Reliable and organized, and willing to lead in the field.
  • Licensed in life and health insurance, or willing to obtain licensure; the company will support obtaining licensure and reimburse the cost afterward.

Nice To Haves

  • Background in training or leadership.

Responsibilities

  • Support new agents through ride-alongs, field training, and hands-on guidance.
  • Provide practical coaching that builds confidence and consistency.
  • Encourage a positive, team-focused culture rooted in growth.
  • Balance personal production with training and mentorship responsibilities.
  • Provide business-to-business demonstrations for supplemental insurance products.

Benefits

  • Competitive uncapped commission, weekly draw pay, and performance incentives and bonuses.
  • Ongoing leadership development and mentorship from senior leaders.
  • A clear path for advancement in agency leadership.
  • Recognition events, retreats, and incentive travel opportunities.
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