Field Sales Trainer & Leadership Coach — Uncapped Commission

True North Group LLC.; Medford (OR); On-site; USD 70,000 - 100,000; Full time

Benefits offered by this job

Uncapped commission

Weekly draw pay

Leadership mentorship

Advancement opportunities

Job summary

True North Group LLC. is seeking an Experienced Outside Sales Trainer to develop a growing sales team. The role combines field coaching, ride-alongs, and hands-on training to help new agents succeed in a competitive market.

The ideal candidate will coach with a decisive, motivational style, balance training with personal client activity, and demonstrate our supplemental insurance products to potential business clients. This on-site role supports Oregon operations.

Qualifications

• Experience in sales with a training or leadership background.
• Strong coaching and motivational skills.
• Willing to obtain life & health insurance licensure, supported by the company.

Responsibilities

• Support new agents with ride-alongs and field training.
• Provide practical coaching to build confidence and consistency.
• Foster a positive, team-focused culture centered on growth.
• Balance personal production with training and mentorship duties.
• Deliver business-to-business demonstrations for supplemental insurance products.

Skills

Sales experience

Training/Leadership

Strong communicator

Team-oriented

Life & Health license

Job description

True North Group LLC. is seeking an Experienced Outside Sales Trainer to develop a growing sales team. The role combines field coaching, ride-alongs, and hands-on training to help new agents succeed in a competitive market.

The ideal candidate will coach with a decisive, motivational style, balance training with personal client activity, and demonstrate our supplemental insurance products to potential business clients. This on-site role supports Oregon operations.