Entry Level Sales Representative

Cleft of the Rock, Inc.; Saint Peters (MO); On-site; USD 65,000 - 85,000; Full time

Benefits offered by this job

Comprehensive training

Licensing assistance

Reimbursement

Unlimited earning potential

Base draw (first 6 weeks)

Job summary

Cleft of the Rock, Inc. is seeking an Entry-Level Sales Representative to educate clients on supplemental insurance and protect what matters most.

You will build relationships with local businesses and individuals, conduct needs-based consultations, and present enrollment options in person within a local territory. The role emphasizes training, licensing assistance, and a supportive team culture, with commission-based pay and an optional base draw during the first 6 weeks.

Qualifications

• Ability to build relationships with local businesses and individual clients.
• Strong communication and interpersonal skills.
• Willingness to learn and grow in a commission-based role.

Responsibilities

• Build and maintain relationships with local businesses and individual clients.
• Conduct needs-based consultations to identify coverage options.
• Present and enroll clients in supplemental insurance programs.
• Follow up with business owners and individuals to ensure continued satisfaction.
• Participate in weekly trainings and development meetings to grow your skills.

Skills

Relationship building

Needs assessment

Communication

Self-motivation

Training mindset

Job description

Entry-Level Sales Representative

About Us

At Cleft of the Rock, we believe in standing firm in service, compassion, and integrity. Our mission is to help businesses and individuals protect what matters most — their people and their financial security. We provide supplemental insurance solutions that offer peace of mind during life’s unexpected moments.

Our team is made up of caring, driven individuals who find purpose in helping others. We’re not just here to sell — we’re here to serve.

What You’ll Do

As an Entry-Level Sales Representative, you’ll play a key role in bringing financial security and support to both businesses and individual clients. You’ll work directly with business owners, decision-makers, and individuals to educate them on benefits that help protect their teams, families, and themselves.

Responsibilities:

• Build and maintain relationships with local businesses and individual clients.
• Conduct needs-based consultations to identify coverage options.
• Present and enroll clients in supplemental insurance programs.
• Follow up with business owners and individuals to ensure continued satisfaction.
• Participate in weekly trainings and development meetings to grow your skills.

What We Offer:

• Comprehensive training and hands-on mentorship.
• Licensing assistance and reimbursement to help you get started.
• A supportive, service-oriented team culture.
• Unlimited earning potential with commission-based pay (average $65,000–$85,000 annually for entry-level agents).
• An optional base draw during your first 6 weeks to support your transition.

Who You Are:

• You find fulfillment in helping others and making a difference.
• You’re self-motivated, reliable, and enjoy working independently.
• You communicate with warmth and professionalism.
• You’re eager to learn, grow, and serve.
• You thrive in face-to-face relationship-building environments.

Company: Cleft of the Rock
Employment Type: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B / Direct Sales
Compensation: Commission-Based (Average $65,000–$85,000 per year) — with an optional base draw available for the first 6 weeks to help you get started
Location: Local Territory (In-person)

Join Us

If you’re ready to start a career that blends purpose with opportunity — where your success is built on serving both businesses and individuals — we’d love to meet you.