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Cleft on the Rock is seeking a B2B Sales Representative at entry level to help business owners select supplemental insurance that protects their teams. You'll guide decision-makers, educate, consult, and support clients throughout the sales process with empathy and a client-centric approach.
This role offers comprehensive training, licensing assistance, a collaborative team culture, and commission-based compensation with potential to earn $65,000–$85,000 per year, plus an optional base draw
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.
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.
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.
www.thecleftoftherock.com