Outside Sales Representative

June 6, 2026

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Outside Sales Representative

About Us

At Cleft of the Rock, we help businesses and individuals protect what matters most. Our team is built on trust, empathy, and genuine care. We don't just sell insurance, we provide solutions that make a difference.

The Role

We are looking for an Outside Sales Representative who enjoys connecting with people and building long-term relationships. You will visit businesses, meet decision-makers, and guide clients through supplemental insurance options that meet their needs. Your success comes from helping others feel secure and confident in their choices.

What You Will Do:

Meet face-to-face with business owners, managers, and employees in your territory
Lead presentations to small groups and larger teams (1100+ employees)
Build and maintain your own book of business
Follow up on leads, schedule appointments, and support clients throughout the process
Work closely with your manager to set goals and track progress

What We Offer

Hands-on training and ongoing mentorship
Weekly draw pay plus commissions and performance bonuses
Incentive trips, cash rewards, and stock opportunities
Flexible schedule as your client base grows
A collaborative and caring team environment where service comes first

Who You Are

Passionate about helping others and building meaningful relationships
Self-motivated, independent, and resilient
Professional, approachable, and confident presenting to groups
Licensed in Health & Life or willing to obtain a license with reimbursement provided

Company:Cleft of the Rock
Compensation:$75,000 - $95,000 per year withdraw pay, commissions, and bonuses
Schedule:MondayFriday, weekends as needed
Location:Remote/Hybrid In-person, business-to-business sales

Why Join Us

This is more than a sales role. It is an opportunity to impact lives, grow your career, and earn great income while working with a supportive team. Cleft of the Rock is the right place for someone ready to meet new people, make a difference, and succeed in a meaningful career.

Learn more:

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