Sales Representative and Trainer

Cleft of the Rock•Shelbyville, KY
•Hybrid

About The Position

Cleft of the Rock provides supplemental insurance solutions to businesses and individuals. The Sales Representative and Trainer presents insurance options to clients while mentoring and supporting teammates. The role combines hands-on sales with coaching and is suited to someone who is patient, reliable, collaborative, and service-oriented. The position includes meeting with business owners, managers, and employees; presenting to individuals and groups; building a book of business; and helping new team members develop their skills. The company offers training and mentorship, weekly draw pay plus commissions and bonuses, incentives, professional development opportunities, and a collaborative culture. Compensation is listed as $85,000–$105,000 per year. The role is described as an independent contractor position and is remote/hybrid, with a Monday–Friday schedule and weekends as needed.

Requirements

  • Be licensed in Health & Life or be willing to obtain a license; reimbursement is provided.
  • Be calm, supportive, and patient, with the ability to guide and help others.
  • Be service-oriented and motivated by making a positive impact.
  • Be reliable, collaborative, and focused on steady progress.

Responsibilities

  • Meet with business owners, managers, and employees to present insurance solutions.
  • Conduct individual and group presentations, including small meetings and teams of 50 or more employees.
  • Build and maintain a book of business.
  • Guide and support new team members and help them develop their skills.
  • Follow up on leads, schedule appointments, and maintain strong client relationships.
  • Work with management to set achievable goals and support team success.

Benefits

  • Comprehensive training and mentorship.
  • Weekly draw pay plus commissions and bonuses.
  • Cash rewards, stock options, and recognition programs.
  • Opportunities for professional development and advancement.
  • Collaborative, supportive culture.
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