Outside Sales Pro & Trainer: Training, Commissions & Growth

Cleft of the Rock, Inc.; Rolla (MO); On-site; USD 85,000 - 105,000; Full time

Benefits offered by this job

Comprehensive training

Mentorship program

Travel opportunities

Bonuses and commissions

Leadership development

Job summary

Cleft of the Rock is seeking an Outside Sales Representative & Trainer to engage local business owners and individuals, listen to needs, and tailor supplemental insurance solutions. You will also train and mentor teammates, helping the group grow through hands-on coaching and field support.

Role emphasizes relationship building, client-focused presentations, and ongoing satisfaction follow-up, with company-backed licensing assistance and a supportive, mission-driven team environment.

Qualifications

• Strong ability to build trust and lasting relationships with clients.
• Excellent presentation and group facilitation skills.
• Willingness to train and mentor team members.
• Licensed in Health & Life or willing to obtain license; licensing assistance provided.

Responsibilities

• Build relationships with business owners, managers and employees.
• Present supplemental insurance solutions aligned with client needs.
• Conduct group presentations and one-on-one consultations.
• Train and support new team members to foster confidence and success.
• Follow up with clients to ensure satisfaction and ongoing support.
• Collaborate with manager to set goals and grow field impact.

Skills

Relationship building

Presentation skills

Mentoring

Customer service

Education

Health & Life License (or willingness to obtain)

Tools

CRM software

MS Office

Job description

Cleft of the Rock is seeking an Outside Sales Representative & Trainer to engage local business owners and individuals, listen to needs, and tailor supplemental insurance solutions. You will also train and mentor teammates, helping the group grow through hands-on coaching and field support.

Role emphasizes relationship building, client-focused presentations, and ongoing satisfaction follow-up, with company-backed licensing assistance and a supportive, mission-driven team environment.