Insurance Sales Representative and Trainer

Cleft of the Rock, Inc.; Fort Mitchell (KY); On-site; USD 85,000 - 105,000; Full time

Benefits offered by this job

Training and mentorship

Weekly draw pay

Commissions and bonuses

Career growth

Stock options

Structured environment

Job summary

Cleft of the Rock, Inc. is hiring an Insurance Sales Representative & Trainer to guide clients through insurance options with clarity and care, while mentoring the team to uphold high standards.

This in-person role focuses on building a robust book of business and delivering excellent service in a business-to-business and individual sales context. The position offers comprehensive training, weekly draw pay with commissions and bonuses, and career advancement opportunities in a structured,

Qualifications

• Licensed in Health & Life or willing to obtain a license.

Responsibilities

• Meet with owners, managers, and employees to present insurance solutions clearly.
• Conduct individual consultations and group presentations for teams of various sizes.
• Build and maintain your own book of business with client needs in mind.
• Train and mentor new team members with professionalism and support.
• Follow up on leads, maintain client relationships, and ensure a positive client experience.
• Collaborate with management to set goals, track performance, and uphold best practices.

Skills

Licensed in Health & Life

Sales presentations

Mentoring/Training

Client relationships

Business-to-business sales

Tools

CRM

Job description

Insurance Sales Representative & Trainer

About Us

At Cleft of the Rock, we provide businesses and individuals with supplemental insurance solutions that protect what matters most. Our team values integrity, responsibility, and a genuine desire to serve, creating a culture where professionals who care about doing the right thing and helping others can thrive.

Your Role

As an Insurance Sales Representative & Trainer you will combine your commitment to excellence with a service-minded approach. You will guide clients through insurance solutions with clarity and care, ensuring they understand their options and feel confident in their decisions. You will also mentor and support your team, helping them succeed while upholding high standards.

Key Responsibilities:

• Meet with business owners, managers, and employees to present insurance solutions clearly and thoughtfully

• Conduct individual consultations and group presentations for teams of various sizes

• Build and maintain your own book of business with careful attention to client needs

• Train and mentor new team members, providing guidance with both professionalism and support

• Follow up on leads, maintain client relationships, and ensure a positive experience for every client

• Collaborate with management to set goals, track performance, and uphold best practices

What We Offer

• Comprehensive training and mentorship focused on excellence and service

• Weekly draw pay, plus commissions and bonuses

• Incentives including cash rewards, stock options, and recognition programs

• Opportunities for career advancement and professional growth

• A structured, supportive environment where quality, integrity, and client care are valued

Who You Are

• Principled, detail-oriented, and committed to serving clients and team members with excellence

• Reliable, ethical, and motivated by helping others make the right decisions

• Professional, patient, and skilled at building trust while maintaining high standards

• Independent yet collaborative, with a focus on meaningful impact

• Licensed in Health & Life or willing to obtain a license (reimbursement provided)

Company:Cleft of the Rock
Compensation:$85,000 - $105,000 per year with draw pay, commissions, and bonuses
Schedule:Monday–Friday, weekends as needed
Location:In-person, business-to-business and individual sales

Join Us

This is a career where you can serve clients, support your team, and make a lasting impact while upholding high standards. Cleft of the Rock provides the tools, training, and culture you need to succeed as an Insurance Sales Representative & Trainer.

Learn more: www.thecleftoftherock.com