Sales Representative and Trainer

Devine Business Group•Grants Pass, OR
•Remote

About The Position

Devine Business Group is seeking a Sales Representative and Trainer to sell supplemental insurance products to businesses and mentor the sales team. This independent contractor role combines personal sales goals with coaching and developing other representatives. The position is an in-the-field, business-to-business sales role. The representative works with business decision-makers to develop customized supplemental insurance solutions, build client relationships, and support client satisfaction and retention. The role also provides hands-on training and coaching to new sales representatives, leads by example, and conducts workshops and individual training sessions. The position is full time and remote, with business-to-business field meetings in the representative’s community. The schedule is Monday through Friday, with occasional weekends as needed. Compensation is $75,000–$95,000 per year, consisting of a beginning 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, ideally with experience mentoring or training others.
  • Strong communication and relationship-building skills.
  • Comfort using CRM systems and Mac products.
  • Goal-driven, competitive, people-oriented, organized, empathetic, and results-focused.
  • Adaptable and able to thrive in a fast-paced environment.

Nice To Haves

  • Experience mentoring or training others.

Responsibilities

  • Promote supplemental insurance solutions in the field through business-to-business sales.
  • 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 inspire and motivate the team and cultivate a high-performance culture.
  • Conduct workshops and individual training sessions to foster professional growth and team success.

Benefits

  • Beginning base draw with 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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