Sales Representative and Trainer

Cleft of the Rock•Lexington, KY

About The Position

Cleft of the Rock provides supplemental insurance solutions for businesses and individuals. The Sales Representative and Trainer combines hands-on insurance sales with coaching and support for teammates. The role involves helping clients understand insurance options, presenting solutions to business owners, managers, and employees, building a book of business, and mentoring new team members. The position is described as remote/hybrid and involves business-to-business and individual sales. Compensation is $85,000–$105,000 per year with draw pay, commissions, and bonuses as an independent contractor.

Requirements

  • 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.
  • Hold a Health and Life license or be willing to obtain one; reimbursement is provided.

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 as they develop their skills.
  • Follow up on leads, schedule appointments, and maintain client relationships.
  • Work with management to set achievable goals and support team success.

Benefits

  • Comprehensive training and mentorship.
  • Weekly draw pay, commissions, and bonuses.
  • Cash rewards, stock options, and recognition programs.
  • Professional development and advancement opportunities.
  • A collaborative and supportive culture.
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