Sales Representative and Trainer

Cleft of the Rock•Nashville, TN

About The Position

Cleft of the Rock is hiring a Sales Representative and Trainer to help businesses and individuals navigate supplemental insurance options while mentoring and supporting teammates. The role combines hands-on insurance sales with coaching to help team members develop and succeed. 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. This is an independent contractor role.

Requirements

  • Be licensed in Health & Life or be willing to obtain a license; reimbursement is provided.
  • Be calm, supportive, patient, service-oriented, reliable, and collaborative.
  • Be motivated by making a positive impact 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 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.
  • Incentives including cash rewards, stock options, and recognition programs.
  • Professional development and advancement opportunities.
  • Collaborative and supportive culture.
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