Insurance Sales Pro & Team Trainer (Remote)

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

Benefits offered by this job

Training & mentorship

Draw pay + commissions + bonuses

Incentives including cash rewards, and

stock options

Recognition programs

Professional development and growth

Job summary

Cleft of the Rock is hiring a Sales Representative & Trainer to combine hands-on insurance sales with coaching teammates. You will present options to business owners and employees, build a solid book of business, and mentor new team members.

This role offers training and mentorship, draw pay with commissions and bonuses as an independent contractor, plus incentives and opportunities for advancement in a remote/hybrid layout.

Qualifications

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

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

Job description

Cleft of the Rock is hiring a Sales Representative & Trainer to combine hands-on insurance sales with coaching teammates. You will present options to business owners and employees, build a solid book of business, and mentor new team members.

This role offers training and mentorship, draw pay with commissions and bonuses as an independent contractor, plus incentives and opportunities for advancement in a remote/hybrid layout.