B2B Sales Representative

Cleft of the Rock • Winchester, KY

1d • Onsite

About The Position

Cleft of the Rock helps businesses and individuals secure supplemental insurance solutions. The B2B Sales Representative works directly with business owners, managers, and other decision-makers to provide insurance solutions that meet their needs. The role centers on building trust, guiding clients, developing relationships, and achieving measurable sales outcomes within an assigned territory.

This is a full-time, independent contractor position conducted in person. The schedule is Monday through Friday, with weekends as needed. Compensation is $75,000–$95,000 per year, with draw pay, commissions, and bonuses. The company offers training and mentorship, performance-based incentives, and advancement opportunities.

Requirements

• Be ambitious, goal-oriented, and driven to achieve measurable results.
• Be skilled at building relationships and guiding others toward solutions.
• Be confident presenting to business leaders and employee groups.
• Be empathetic and service-minded while pursuing achievement.
• Hold a Health & Life license or be willing to obtain one; reimbursement is provided.

Responsibilities

• Develop strong relationships with businesses and their employees in the assigned territory.
• Deliver presentations to business leaders and employee groups.
• Build and grow a book of business with measurable results.
• Follow up on leads, schedule appointments, and provide client support.
• Collaborate with a manager to set sales targets and work to exceed them.

Benefits

• Comprehensive training and mentorship.
• Weekly draw pay, commissions, and bonuses with high earning potential.
• Performance-based incentives, including cash rewards, stock options, and trips.
• Advancement opportunities based on achievement and impact.
• A supportive, collaborative team environment.

What This Job Offers

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