Outside Sales Representative and Trainer
Outside Sales Representative & Trainer
About Us
At Cleft of the Rock, we believe in serving people first. We help businesses and individuals protect what matters most through supplemental insurance solutions — but our real mission is to care for others and provide peace of mind. Our culture is built on compassion, connection, and purpose.
Your Role
As an Outside Sales Representative & Trainer, you'll do more than sell — you'll serve. You'll connect with local business owners, listen to their needs, and help them find insurance solutions that make a real difference. Along the way, you'll also train and mentor others, using your natural warmth and people skills to help your team grow and succeed.
Key Responsibilities:
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Build meaningful relationships with business owners, managers, and employees
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Present supplemental insurance solutions that align with client needs
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Conduct group presentations and one-on-one consultations
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Train and support new team members, helping them build confidence and success
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Follow up with clients regularly to ensure satisfaction and continued support
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Work closely with your manager to set goals and grow your impact in the field
What We Offer
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Comprehensive training and mentorship to help you thrive
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Weekly draw pay plus commissions and bonuses
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Incentive programs including cash rewards, recognition, and travel opportunities
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Opportunities for professional growth and leadership development
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A supportive, mission-driven team environment centered on people and purpose
Who You Are
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Compassionate, service-minded, and genuinely care about helping others
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Skilled at building trust and creating lasting relationships
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Encouraging and supportive — a natural mentor and team player
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Positive, motivated, and driven by making a meaningful impact
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Licensed in Health & Life or willing to obtain a license (licensing assistance and 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
If you're looking for a career where you can build relationships, serve others, and make a lasting impact, Cleft of the Rock offers the environment, training, and purpose to help you succeed as an Outside Sales Representative & Trainer.