5-7 years of experience in enterprise SaaS sales or equivalent Experience within employee benefits, Digital Health, HR tech, or fintech is ideal Proven track record of meeting or exceeding annual quota Strong knowledge of enterprise sales methodologies (e.g., MEDDIC, Challenger, SPIN) Experience running complex sales cycles with multiple stakeholders Excellent communication, storytelling, and presentation skills with C-level and senior HR/Benefits executives Comfortable navigating RFPs and procurement processes Collaborative, team-oriented approach Familiarity with the benefits ecosystem and consultant/broker landscape is a plus