About the job
Job Description
About Us
At Cleft of the Rock, Inc., we are dedicated to empowering businesses and individuals to safeguard what truly matters. Our team thrives on trust, empathy, and authentic care. We don’t merely offer insurance; we deliver impactful solutions that enhance lives.
The Role
We are in search of an enthusiastic Outside Sales Representative who excels in forging connections and nurturing long-lasting relationships. In this role, you will engage with businesses, meet key decision-makers, and assist clients in navigating supplemental insurance options tailored to their unique needs. Your success is driven by helping others achieve peace of mind in their decisions.
Your Responsibilities:
Conduct face-to-face meetings with business owners, managers, and employees within your designated territory
Deliver engaging presentations to small groups and larger teams (up to 1100+ employees)
Establish and nurture your own client portfolio
Follow up on leads, arrange appointments, and provide ongoing support to clients
Collaborate closely with your manager to set objectives and monitor your progress
What We Provide
Comprehensive training and continuous mentorship
Weekly draw pay supplemented by commissions and performance bonuses
Incentive trips, cash rewards, and stock options
Flexible scheduling as your client base expands
A supportive and collaborative team environment where service excellence is prioritized
Your Profile
Dedicated to helping others and fostering meaningful relationships
Self-driven, independent, and tenacious
Professional, approachable, and confident in group presentations
Licensed in Health & Life insurance or willing to obtain a license with reimbursement offered
Company: Cleft of the Rock, Inc.
Compensation: $75,000 - $95,000 annually, including draw pay, commissions, and bonuses
Schedule: Monday to Friday, weekends as necessary
Location: Remote/Hybrid, focusing on business-to-business sales
Why Join Us?
This role transcends traditional sales; it offers a chance to transform lives, advance your career, and achieve substantial earnings while being part of a supportive team. Cleft of the Rock, Inc. is the ideal environment for those eager to connect with new people, create impact, and thrive in a fulfilling career.

