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Posted Apr 15, 2026

Field Trainer and Sales Representative

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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
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