Divinity Group provides supplemental insurance solutions that help businesses protect their people. We are seeking a Sales Representative & Trainer who operates with discipline, takes ownership of outcomes, and leads by example. This role is built for individuals who excel in structured environments, follow proven systems, and execute consistently in the field.
Success in this position is driven by preparation, accountability, and commitment to the team's mission.
This is a field-based, business-to-business sales position working directly with decision-makers. You will be responsible for personal production while developing others through hands-on coaching and leadership. The role balances autonomy in the field with clear expectations, performance metrics, and support from leadership.
Role Type: Full-Time Independent Contractor
Work Location: Remote, with B2B field operations in your local community
Schedule: Monday–Friday, with occasional weekends as needed
Compensation: $75,000–$95,000 annually (base draw, commissions, bonuses)
Sales & Execution
Conduct face-to-face B2B sales with professionalism and precision
Execute a structured sales process and meet defined performance standards
Build trust with business owners through integrity and consistency
Maintain accurate reporting and performance tracking
Training & Leadership
Train and develop new representatives through field-based coaching
Set the standard for preparation, conduct, and work ethic
Provide clear direction, feedback, and accountability
Support team readiness and continuous improvement
3–5 years of experience in structured, high-accountability environments
Proven success in B2B sales; leadership or training experience preferred
Strong communication skills and situational awareness
Coachable, dependable, and mentally tough
Comfortable operating independently while following established systems
Ability to perform in fast-paced, goal-driven conditions
Discipline, adaptability, and execution are critical for success in this role.
Performance-based compensation with uncapped earning potential
Clear advancement path into leadership and training roles
Licensing assistance and reimbursement
Ongoing professional development and mentorship
Team culture built on standards, trust, and accountability
Purpose-driven work that makes a real impact for businesses and employees
Divinity Group develops professionals who lead with integrity, execute with discipline, and serve with purpose. We emphasize structure, accountability, and growth to create long-term opportunities for high performers.
Outside Sales Representative and Trainer • Billings, MT, US
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