Outside Sales Representative and Trainer

Cleft of the Rock • Shelbyville, TN

10h • Onsite

About The Position

Cleft of the Rock is seeking an Outside Sales Representative and Trainer to help businesses and individuals protect what matters most through supplemental insurance solutions. The role focuses on serving clients, building relationships with local business owners, managers, and employees, and identifying insurance solutions that meet their needs. The representative also trains and mentors new team members, supporting their confidence and development. The position is in person and involves business-to-business and individual sales. The schedule is Monday through Friday, with weekends as needed. Compensation is $85,000–$105,000 per year with draw pay, commissions, and bonuses.

Requirements

• Be compassionate, service-minded, and genuinely care about helping others.
• Be skilled at building trust and lasting relationships.
• Be encouraging and supportive, with the ability to mentor and work as part of a team.
• Be positive, motivated, and driven to make a meaningful impact.
• Hold a Health and Life license or be willing to obtain one; licensing assistance and reimbursement are provided.

Responsibilities

• Build relationships with business owners, managers, and employees.
• Present supplemental insurance solutions aligned with clients’ needs.
• Conduct group presentations and one-on-one consultations.
• Train and support new team members.
• Follow up with clients regularly to ensure satisfaction and continued support.
• Work with the manager to set goals and grow impact in the field.

Benefits

• Comprehensive training and mentorship.
• Weekly draw pay, commissions, and bonuses.
• Incentive programs with cash rewards, recognition, and travel opportunities.
• Professional growth and leadership development opportunities.
• A supportive, mission-driven team environment.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed