Field Trainer and Sales Representative

Cleft of the Rock, Inc.; Lee's Summit (MO); On-site; USD 85,000 - 105,000; Full time

Benefits offered by this job

Structured training

Draw pay + commissions

Bonuses

Stock options

Job summary

Cleft of the Rock, Inc. is seeking a Field Trainer & Sales Representative to guide clients through health and life insurance solutions and to mentor and train team members in a structured, dependable environment. This in-person role supports both business-to-business and individual clients.

The compensation range is $85,000 to $105,000 per year with draw pay, commissions and bonuses as an independent contractor. Schedule is Monday to Friday with weekends as needed.

Qualifications

• Must have or be willing to obtain Health & Life license (reimbursement provided).
• Ability to present to groups and individuals confidently.
• Strong collaboration with management and teammates.
• Detail-oriented with a focus on high standards.

Responsibilities

• Meet with business owners, managers, and employees to present insurance solutions.
• Conduct group presentations and one-on-one consultations.
• Build and manage a personal book of business.
• Mentor and train new team members, providing guidance and clear direction.
• Follow up on leads, maintain client relationships, and ensure consistent service.
• Collaborate with management to set goals, track progress, and support team performance.

Skills

Client relationship building

Presentation skills

Mentoring/training

License eligible

Job description

Field Trainer & Sales Representative

About Us

At Cleft of the Rock, we provide businesses and individuals with supplemental insurance solutions that protect what matters most. Our team is built on reliability, support, and collaboration, creating a culture where dedicated professionals can thrive while helping others feel secure.

Your Role

As a Field Trainer & Sales Representative, you will guide clients through insurance solutions and also support and train team members to succeed. This role is perfect for someone who values structure, consistency, and being a dependable resource for both clients and colleagues.

Key Responsibilities:

• Meet with business owners, managers, and employees to present insurance solutions
• Conduct group presentations and one-on-one consultations
• Build and manage a personal book of business
• Mentor and train new team members, providing guidance and clear direction
• Follow up on leads, maintain client relationships, and ensure consistent service
• Collaborate with management to set goals, track progress, and support team performance

What We Offer

• Structured training and mentorship to help you excel
• Weekly draw pay plus commissions and bonuses
• Incentives including cash rewards, stock options, and recognition programs
• Opportunities for career advancement and professional development
• A team-focused, supportive environment where consistency and reliability are valued

Who You Are

• Loyal, dependable, and committed to helping others succeed
• Collaborative and comfortable following structured processes while contributing ideas
• Detail-oriented, conscientious, and focused on maintaining high standards
• Skilled at building trust with clients and teammates
• 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 as an independent contractor
Schedule: Monday-Friday, weekends as needed
Location: In-person, business-to-business and individual sales

Join Us

This is a career where you can help clients feel secure, guide your team, and grow professionally in a supportive and reliable environment. Cleft of the Rock provides the training, tools, and culture you need to succeed as a Field Trainer & Sales Representative.

Learn more: www.thecleftoftherock.com