Empathetic B2B Sales Rep - Entry Level, Commission + Training

Cleft of the Rock, Inc.; Nicholasville (KY); On-site; USD 65,000 - 85,000; Full time

Benefits offered by this job

Comprehensive training

Licensing assistance

Reimbursement

Unlimited earnings

Base draw (6 weeks)

Job summary

Cleft of the Rock, Inc. is seeking an entry-level B2B Sales Representative to guide business owners and decision‑makers toward supplemental insurance solutions.

You will educate, consult, and support clients through the sales process, ensuring they feel confident and cared for. We offer comprehensive training, licensing assistance, and reimbursement, plus a team culture focused on empathy, service, and collaboration.

Qualifications

• Empathetic, service-minded and relationship-driven.
• Driven, ambitious and eager to grow personally and professionally.
• Warm, professional communication with clients and colleagues.
• Trustworthy advisor who builds long-term partnerships.

Responsibilities

• Build strong, trusting relationships with businesses in your territory.
• Conduct needs-based consultations to identify the best supplemental insurance options.
• Present and enroll clients in programs that protect their teams.
• Follow up to ensure ongoing satisfaction and long-term relationships.
• Participate in training and mentorship to grow skills and impact.

Skills

Empathy

Relationship-building

Communication

Job description

Cleft of the Rock, Inc. is seeking an entry-level B2B Sales Representative to guide business owners and decision‑makers toward supplemental insurance solutions.

You will educate, consult, and support clients through the sales process, ensuring they feel confident and cared for. We offer comprehensive training, licensing assistance, and reimbursement, plus a team culture focused on empathy, service, and collaboration.