Insurance Sales Representative and Trainer

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

Benefits offered by this job

Weekly draw pay

Commissions and bonuses

Stock options

Career advancement

Structured mentorship

Job summary

Cleft of the Rock, Inc. is seeking an Insurance Sales Representative & Trainer to grow the client book and mentor a team. You will present insurance solutions, conduct consultations, and build lasting relationships with business owners and individuals.

You will train new staff, set goals with management, and drive performance while upholding integrity and exceptional client care. This in-person, Monday–Friday role offers draw pay, commissions, and growth opportunities.

Qualifications

• Must be licensed in Health & Life or willing to obtain license (reimbursement provided).
• Strong sales skills with ability to present complex options clearly.
• Proven ability to train and mentor others while maintaining high standards.

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.

Skills

Sales and consultative selling

Public speaking / presentations

Mentoring / training

Relationship building

Integrity and service mindset

Education

Health & Life insurance license or willing to obtain

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