Outside Sales Representative

Cleft of the Rock, Inc.; Erlanger (KY); Hybrid; USD 75,000 - 95,000; Full time

Benefits offered by this job

Hands-on training

Mentorship

Draw pay + commissions

Performance bonuses

Job summary

Cleft of the Rock, Inc. is seeking an Outside Sales Representative to drive B2B insurance solutions through face-to-face client engagements. You will visit businesses, present options, and build a durable book of business in a hybrid remote/on-site role.

The role emphasizes relationship-building, strong communication, and the ability to work with decision-makers. You will earn competitive pay with draw, commissions, and bonuses, and receive hands-on training and ongoing mentorship.

Qualifications

• Face-to-face B2B sales experience preferred.
• Willing to obtain health and life license; reimbursement provided.
• Ability to build and manage a book of business.
• Strong presentation and communication skills.

Responsibilities

• 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.

Skills

Sales

Relationship-building

Presentations

Time management

Education

Health & Life insurance license

Tools

CRM software

Microsoft Office

Job description

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