Field Trainer and Sales Representative

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.