Sales Representative and Trainer

Devine Business Group•Oregon City, OR
•Remote

About The Position

Devine Business Group is seeking a Sales Representative and Trainer to promote supplemental insurance products to businesses and help develop its sales team. This is an in-the-field, business-to-business sales position involving direct work with business decision-makers to develop customized supplemental insurance solutions. The role combines personal sales goals with coaching and training other sales representatives. The position is described as full-time and independent contractor. It is remote, with business-to-business field meetings in the candidate’s community. The schedule is Monday through Friday, with occasional weekends as needed. Compensation is listed as $75,000–$95,000 per year through a base draw, commissions, and bonuses. The company also offers state insurance licensing assistance and reimbursement, ongoing training, mentorship, and leadership opportunities.

Requirements

  • Proven success in B2B sales.
  • Strong communication and relationship-building skills.
  • Comfort using CRM systems and Mac products.
  • Ability to work independently, stay organized, and remain goal-oriented and results-focused.

Nice To Haves

  • Experience mentoring or training others.
  • Adaptability, empathy, a positive attitude, and enthusiasm for helping others succeed.

Responsibilities

  • Promote supplemental insurance solutions in the field to drive new business growth.
  • Build and maintain relationships with business decision-makers to support client satisfaction and retention.
  • Meet sales goals by identifying opportunities, addressing client needs, and maintaining ethical sales practices.
  • Provide hands-on training and coaching to new sales representatives.
  • Lead by example to motivate and develop a high-performance sales culture.
  • Conduct workshops and individual training sessions to support professional growth and team success.

Benefits

  • Beginning base draw, uncapped commission, and bonus opportunities.
  • State insurance licensing assistance and reimbursement.
  • Ongoing training, mentorship, and leadership opportunities.
  • Collaborative team environment that celebrates success and values contributions.
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