Outside Sales Trainer

Join Our Team at True North Group

Position:
Experienced Outside Sales Trainer

Number of Openings: 1 Territory Representative Position Available

At True North Group, we believe great leaders don't just close sales — they build people. We're looking for an experienced trainer who is passionate about developing others, leading by example in the field, and helping new sales representatives find their footing. If you find fulfillment in seeing others succeed and want to play a key role in shaping a growing team, this opportunity is built for you.

• Supporting new agents with ride-alongs, field training, and hands‑on guidance
• Providing practical coaching that builds confidence and consistency
• Encouraging a positive, team‑focused culture rooted in growth
• Balancing personal production with training and mentorship responsibilities
• Providing business to business demonstrations for our supplemental insurance products

• 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
• The chance to make a lasting impact on both clients and teammates

• Experience in sales, with a background in training or leadership preferred
• Strong communicator who enjoys coaching and motivating others
• Team‑oriented mindset with a focus on collective success
• Reliable, organized, and willing to lead in the field
• Licensed (or willing to obtain) in life & health insurance; we will support you in obtaining licensure, and reimburse you after