Outside Sales Representative

Remote, USA
Posted Jun 12, 2026
Full-time

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 (1–100+ 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 with draw pay, commissions, and bonuses

Schedule: Monday–Friday, 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: www.thecleftoftherock.com

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