B2B Sales Rep – Entry Level, Training & Commission

Cleft of the Rock, Inc.; Columbia Township (MO); On-site; USD 65,000 - 85,000; Full time

Benefits offered by this job

Comprehensive training

Licensing assistance

Reimbursement

Optional base draw

Job summary

Cleft of the Rock is seeking a B2B Sales Representative for entry level, focused on helping businesses secure supplemental insurance solutions. You will educate, consult, and support clients through the sales process, building trusted advisor relationships with business owners and decision-makers.

The role emphasizes training, mentorship, and licensing assistance, with a commission-based structure and optional base draw during the initial weeks to support your transition.

Qualifications

• Empathetic, service-minded approach to client interactions.
• Strong relationship-building and communication with warmth.
• Desire to grow professionally in a sales role.

Responsibilities

• Build strong, trusting relationships with businesses in your territory.
• Conduct needs-based consultations to identify optimal options.
• Present and enroll clients in supplemental programs for 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

Customer service

Communication

Driven/ambitious

Job description

Cleft of the Rock is seeking a B2B Sales Representative for entry level, focused on helping businesses secure supplemental insurance solutions. You will educate, consult, and support clients through the sales process, building trusted advisor relationships with business owners and decision-makers.

The role emphasizes training, mentorship, and licensing assistance, with a commission-based structure and optional base draw during the initial weeks to support your transition.