Outside Sales Trainer

True North Group LLC.; Pekin (IL); On-site; USD 70,000 - 95,000; Full time

Benefits offered by this job

Uncapped commission

Weekly draw pay

Incentives and bonuses

Leadership development

Job summary

True North Group LLC. is seeking an Experienced Outside Sales Trainer to mentor and develop new sales agents in the Pekin, IL area. The role emphasizes hands-on field training, ride-alongs, and practical coaching to build confidence and consistency in performance.

You will balance your own production with leadership duties, lead by example, and help shape a growing team while supporting licensure in life & health insurance with company backing.

Qualifications

• Experience in sales, with a background in training or leadership preferred.
• Strong communication and coaching skills to motivate others.
• Team-oriented mindset focused on collective success.

Responsibilities

• Support new agents with 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 our supplemental insurance products

Skills

Sales experience

Coaching

Leadership

Communication

Licensing readiness

Job description

Join Our Team at True North Group

Position: Experienced Outside Sales Trainer

Number of Openings: 1 Territory Representative Position Available

The Role

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.

What You'll Be Doing:

• 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

What You'll Get:

• 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

What We’re Looking For:

• 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

Why This Matters

Families rely on us for protection during some of life's most difficult moments. By training and supporting new sales professionals, you help extend that protection to more people - while shaping the next generation of leaders.