Outside Sales Representative and Trainer

Position: Outside Sales Representative and Trainer
If you have a passion for helping others succeed, leading by example, and building strong client relationships, we want you on our side as anOutside Sales Representative and Trainer. As an Outside Sales Representative and Trainer, you'll be a cornerstone of our team in your local territory. You'll be out in the field each weekselling to business owners, presenting to groups of employees, and training new agents as they begin their careers.

Your role is part mentor, part high-performing sales representative, and fully invested in both personal and team success. You'll lead from the front by building your own client base, then guide others as they build theirscoaching, role-playing, and troubleshooting along the way.

Proven experience in outside sales or business-to-business sales
Experience mentoring, coaching, or training others in a sales setting
Strong organizational skills, follow-through, and CRM usage
A desire to serve, support, and grow those around you
A Health & Life general lines license, or the ability to obtain one within 90 days (we'll help with this process)
This is a hybrid role combining outside sales and field leadership.

Following up with clients and supporting them through claims and coverage questions
Shadowing new reps in the field and providing hands-on sales training
Helping new reps track progress and set weekly activity goals
Collaborating with your manager to build a strong, successful sales team
Leadership Training: Hands-on support to grow your leadership skills and train effectively in the field
Weekly Draw Pay: Reliable income with bonuses and commissions starting on day one
Performance-Based Incentives: Quarterly and annual trips, cash bonuses, stock share awards, and lifetime-vested renewal commissions
Clear paths into senior leadership, regional expansion, or training roles as you develop
Flexible Hours: Bachelor's degree or equivalent experience in sales, leadership, or coaching
Experience using CRM software (we use Salesforce)
A coachable, positive attitude and a desire to help others win
At True North Group, you won't just lead a teamyou'll help shape the future of our company.

Apply now and start building something meaningful.