All roles

Outside Sales Representative

Remote · USA Full-time New today

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 Apply To This Job

Related roles

Respiratory Sales Representative

Remote · USA Full-time

Respiratory Sales Representative

Remote · USA Full-time

Integration Nurse Care Coordinator

Remote · USA Full-time

Director, Commercial Sales

Remote · USA Full-time

CRM Analytics Manager

Remote · USA Full-time

Consultant Pain Management PAYE

Remote · USA Full-time

Specification Sales Engineer (62585)

Remote · USA Full-time

Senior Specification Engineer (Trentino‑Alto Adige) (62253)

Remote · USA Full-time

Midwest Region Technical Specialist (62488)

Remote · USA Full-time

Inside Sales Engineer (62422)

Remote · USA Full-time

(USA) Pharmacy Tech Sam's

Remote · USA Full-time

Remote 4-Day (Weekend) Shift Customer Care - Phone and Chat

Remote · USA Full-time

Experienced Customer Service Representative – Remote Work Opportunity at arenaflex

Remote · USA Full-time

Looking for Supplemental Instruction Leader: STEM Center (03 Student) 15 Positions in Worcester, MA

Remote · USA Full-time

Senior Program Director (Power & Energy) - Remote

Remote · USA Full-time

Experienced Data Entry Assistant – Remote Opportunity at blithequark

Remote · USA Full-time

Principal Engineer, Endpoint Protection Product (Windows Technical Leadership) - Sensor (Hybrid)

Remote · USA Full-time

People Business Partner, Corporate Functions

Remote · USA Full-time

Experienced Customer Support Agent – Remote Night Shift Opportunity for Travel Industry Enthusiasts

Remote · USA Full-time

Urgently Hiring: Babysitter-

Remote · USA Full-time