Field Sales Trainer & Team Leader

True North Group LLC.; Newberg (OR); On-site; USD 55,000 - 85,000; Full time

Benefits offered by this job

Uncapped commission

Weekly draw pay

Performance incentives & bonuses

Leadership mentorship

Advancement path in agency leadership

Recognition events & incentive travel

Impact on clients and teammates

Job summary

True North Group LLC is seeking an Experienced Outside Sales Trainer in Oregon. The role focuses on developing new sales representatives, leading by example in the field, and shaping a growing team through hands-on coaching.

Ideal candidates bring sales experience, a passion for training, and the ability to balance personal production with mentorship. Licensure in life & health insurance is supported by the company, with reimbursement after attainment.

Qualifications

• Experience in sales and a background in training or leadership is preferred.
• Excellent communication and coaching skills are essential.
• Ability to foster a team-oriented culture focused on growth and success.
• Reliable, organized, and willing to lead in the field.
• Licensed (or willing to obtain) in life & health insurance; licensure support will be provided.

Responsibilities

• 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 supplemental insurance products.

Skills

Sales experience

Training/leadership

Strong communication

Team-oriented mindset

Field leadership

Job description

True North Group LLC is seeking an Experienced Outside Sales Trainer in Oregon. The role focuses on developing new sales representatives, leading by example in the field, and shaping a growing team through hands-on coaching.

Ideal candidates bring sales experience, a passion for training, and the ability to balance personal production with mentorship. Licensure in life & health insurance is supported by the company, with reimbursement after attainment.