Outside Sales Leader & Trainer — Field Coaching

True North Group LLC.; Roseburg (OR); Hybrid; USD 60,000 - 90,000; Full time

Benefits offered by this job

Leadership Training

Weekly Draw Pay

Performance-Based Incentives

Career Advancement

Collaborative Culture

Flexible Hours

Job summary

True North Group LLC is seeking an Outside Sales Representative and Trainer in a hybrid role, combining field sales leadership with hands-on training. You will build a client base in your local Oregon territory while coaching new agents and leading group presentations for employee benefit plans.

We value a strong sales background, mentoring skills, and the ability to communicate clearly in group settings. You’ll receive leadership training, performance incentives, and a clear path into senior

Qualifications

• Proven outside or B2B sales experience.
• Experience mentoring, coaching, or training others in a sales setting.
• Strong presentation and communication skills for 1-on-1 and group sessions.

Responsibilities

• Meet with business owners to assess needs and tailor insurance plans.
• Deliver engaging benefit presentations to employee groups.
• Coach and train new agents, including role-playing and field training.
• Shadow new reps, conduct call reviews, and drive weekly activity goals.
• Collaborate with manager to build a high-performing sales team.
• Grow your own client base while helping others grow theirs.
• Support clients through claims and coverage questions.

Skills

Outside sales

Mentoring/coaching

CRM usage

Presentation & communication

Education

Bachelor's degree or equivalent experience

Tools

Salesforce

Job description

True North Group LLC is seeking an Outside Sales Representative and Trainer in a hybrid role, combining field sales leadership with hands-on training. You will build a client base in your local Oregon territory while coaching new agents and leading group presentations for employee benefit plans.

We value a strong sales background, mentoring skills, and the ability to communicate clearly in group settings. You’ll receive leadership training, performance incentives, and a clear path into senior