Insurance Sales Representative Entry-Level

Cleft of the Rock, Inc.; Shepherdsville (KY); On-site; USD 65,000 - 85,000; Full time

Benefits offered by this job

Training & mentorship

Licensing assistance

Supportive team

Commission-based pay

Base draw (6 weeks)

Job summary

Cleft of the Rock, Inc. is seeking an Entry-Level Insurance Sales Representative to connect with clients, assess their needs, and guide them toward protection solutions. The role emphasizes relationship-building and a supportive team environment in a local territory.

You will learn through comprehensive training, with licensing assistance and a base draw option during the first weeks, while earning commissions that reflect performance and effort.

Qualifications

• Empathy and compassion in client interactions.
• Strong communication and interpersonal skills.
• Ability to build lasting relationships with clients.

Responsibilities

• Build relationships with businesses and individual clients with care and attention.
• Conduct needs-based consultations to identify suitable insurance solutions.
• Present and enroll clients in supplemental insurance programs.
• Follow up to ensure clients feel supported and valued.
• Participate in training and mentorship programs to grow skills.

Job description

Insurance Sales Representative Entry-Level

About Us

At Cleft of the Rock, we believe that helping others comes first. We provide supplemental insurance solutions to businesses and individuals, helping them feel supported and protected during life's unexpected moments.

Our culture is built on empathy, integrity, and service. We value team members who are thoughtful, compassionate, and motivated by making a positive impact on the people they serve.

Your Role

As an Entry-Level Insurance Sales Representative, you'll connect with clients to understand their needs and help guide them toward solutions that provide security and peace of mind. You'll work with both business owners and individual clients, creating a positive and supportive experience throughout the process.

What You'll Do:

• Build relationships with businesses and individual clients with care and attention.
• Conduct needs-based consultations to identify the best insurance solutions.
• Present and enroll clients in supplemental insurance programs.
• Follow up to ensure clients feel supported and valued.
• Participate in training and mentorship programs to grow your skills and confidence.

What We Offer:

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

Who You Are:

• You are empathetic, supportive, and enjoy helping others.
• You are reliable, self-motivated, and take pride in creating positive outcomes.
• You communicate with warmth, professionalism, and authenticity.
• You thrive in building relationships and helping clients feel understood.
• You are eager to learn, grow, and serve in a role that makes a real difference.

Company: Cleft of the Rock
Employment Type: Full-Time | Independent Contractor
Industry: Supplemental Insurance | B2B & Individual Sales
Compensation: Commission-Based (Average $65,000-85,000 per year) - Base draw options available
Location: Local Territory (In-person)

Join Us

If you're ready to start a career where helping others is the priority and your work truly matters, Cleft of the Rock is the right place for you.

Learn more at: www.thecleftoftherock.com