Remote Sales Rep & Training Mentor

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

Benefits offered by this job

Comprehensive training and mentorship

Weekly draw pay

Commissions and bonuses

Incentives including cash rewards

Stock options

Recognition programs

Professional development and careerAdv

Collaborative culture

Job summary

Cleft of the Rock, Inc. is seeking a Sales Representative & Trainer to blend client-focused insurance sales with coaching for teammates.

You will present solutions to business owners and employees, conduct both individual and group sessions, and build a robust book of business while guiding new team members to enhance their skills. The role prioritizes patient, reliable, service‑driven collaboration in a remote/hybrid setting, with compensation that includes draw pay, commissions, and bonuses as

Qualifications

• Licensed in Health & Life or willing to obtain license (reimbursement provided).
• Calm, supportive, and patient, with a natural ability to guide and help others.

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

Patience

Reliability

Coaching

Communication

Teamwork

Job description

Cleft of the Rock, Inc. is seeking a Sales Representative & Trainer to blend client-focused insurance sales with coaching for teammates.

You will present solutions to business owners and employees, conduct both individual and group sessions, and build a robust book of business while guiding new team members to enhance their skills. The role prioritizes patient, reliable, service‑driven collaboration in a remote/hybrid setting, with compensation that includes draw pay, commissions, and bonuses as