7+ years of demonstrable, sustained success closing complex, multi-stakeholder B2B sales in the employer benefits ecosystem Established relationships and credibility with employers, benefits brokers, consultants, TPAs, or related partners Passion for full-cycle sales, including prospecting, qualification, consultative selling, and closing Proven ability to operate as a self-directed, high-accountability individual contributor Comfort selling independently while collaborating closely with leadership and cross-functional teams Exceptional written and verbal communication skills, including executive-level presence Experience selling point solutions into the employer market is strongly preferred Background working with employee benefits leaders, consultants, and/or brokers