Remote Sales Rep & Trainer: Lead, Mentor & Grow Teams

Cleft of the Rock, Inc.; Owensboro (KY); Hybrid; USD 85,000 - 105,000; Full time

Benefits offered by this job

Training & mentorship

Draw pay + commissions

Incentives & stock options

Professional development

Collaborative culture

Job summary

Cleft of the Rock, Inc. is seeking a Sales Representative & Trainer to combine hands-on sales with coaching, helping clients navigate insurance options while mentoring teammates.

The role emphasizes calm, patient guidance, reliability, and a service-oriented approach to create positive experiences. The position offers comprehensive training, draw pay plus commissions and bonuses as an independent contractor, with opportunities for professional development and advancement in a collaborative

Qualifications

• Licensed in Health & Life or willing to obtain a license (reimbursement provided).
• Calm, supportive, and patient with a natural ability to guide and help others.
• Service-oriented and motivated by making a positive impact.

Responsibilities

• Meet with business owners, managers, and employees to present insurance solutions.
• Conduct individual and group presentations (small meetings or teams of 50+ employees).
• Build and maintain a book of business.
• Guide and support new team members, helping them develop their skills.
• Follow up on leads, schedule appointments, and maintain strong client relationships.
• Work with management to set achievable goals and support team success.

Skills

Calm demeanor

Patient

Service-oriented

Team mentorship

Communication skills

Education

Health & Life license (or willing to obtain)

Job description

Cleft of the Rock, Inc. is seeking a Sales Representative & Trainer to combine hands-on sales with coaching, helping clients navigate insurance options while mentoring teammates.

The role emphasizes calm, patient guidance, reliability, and a service-oriented approach to create positive experiences. The position offers comprehensive training, draw pay plus commissions and bonuses as an independent contractor, with opportunities for professional development and advancement in a collaborative