Don’t send a generic resume — generate a resume and cover letter tailored to this exact role.
Cleft of the Rock is hiring a B2B Sales Representative (Entry Level) to build relationships with local businesses and guide decision-makers toward effective supplemental insurance solutions. You will educate, consult, and support clients through the sales cycle, striving to protect employees and strengthen teams.
Ideal candidates are empathetic, service-minded, driven, and capable of warm, professional communication.
About Us
At Cleft of the Rock, we believe business is about people first. Our mission is to help businesses and their teams secure supplemental insurance solutions that protect what matters most. We focus on understanding needs, providing compassionate guidance, and ensuring clients feel supported and valued.
We are a team that thrives on service, empathy, and building meaningful relationships. If helping others and making a tangible difference motivates you, this is the place to grow both personally and professionally.
Your Role
As a B2B Sales Representative, you'll leverage your natural empathy and relationship-building skills to guide business owners and decision-makers toward solutions that genuinely help their employees. You'll educate, consult, and support clients throughout the sales process, ensuring they feel confident and cared for.
Company: Cleft on the Rock
Employment Type: Full-Time | Independent Contractor
Industry: Supplemental Insurance | Business-to-Business Sales
Compensation: Commission-Based (Average $65,000–$85,000 per year) — Optional base draw for your first few weeks to help get you started
Location: Local Territory (In-person)
If you're ready to use your talents for empathy, service, and connection to make a real impact in the lives of businesses and their teams, Cleft of the Rock is the right place for you.
Learn more at: www.thecleftoftherock.com