Insurance Sales Representative and Trainer

Devine Business Group•Cheyenne, WY

About The Position

Devine Business Group is seeking a service-oriented professional to sell supplemental insurance benefits to local businesses and help develop future sales talent. The role combines direct business-to-business sales with field training, coaching, and mentorship. The representative works independently while collaborating with a close-knit team and is expected to serve employers and their teams with integrity and care. This is a full-time independent contractor position with a flexible Monday-to-Friday schedule and occasional weekends. Compensation includes a base draw, uncapped commissions, and regular bonuses, with stated performance-based compensation of $85,000–$95,000. The company offers field and classroom training, CRM access, and assistance with state licensing, including reimbursement of state fees after certain metrics are met.

Requirements

  • At least four years of work experience.
  • A track record of excellence in sales or training.
  • Motivation to serve with integrity and deliver a high standard of care.
  • Ability to work independently and as part of a close-knit team.
  • Willingness to work a flexible Monday-to-Friday schedule with occasional weekends.
  • Ability to operate as an independent contractor.

Nice To Haves

  • Experience as a coach, educator, or mentor.
  • Passion for coaching and mentorship.
  • Strong interest in meaningful connections, community engagement, and service-oriented work.
  • Desire to lead by example and help others succeed.

Responsibilities

  • Introduce local employers to supplemental insurance benefits through business-to-business direct sales.
  • Support and strengthen employer organizations by presenting insurance benefits for their teams.
  • Develop future sales talent by coaching and mentoring in the field.
  • Lead by example and contribute to a collaborative, growth-oriented team.
  • Serve the community and customers with integrity and a high standard of care.

Benefits

  • Base draw, uncapped commissions, and regular bonuses; stated performance-based compensation is $85,000–$95,000.
  • Comprehensive field and classroom training.
  • CRM access.
  • State licensing assistance and reimbursement of state fees after certain metrics are met.
  • Supportive team culture focused on collaboration, growth, and leadership development.
  • Opportunity to make a positive community impact.
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