3+ years of experience as a group insurance, carrier representative, benefits broker / consultant or payroll representative with a strong background in group health insurance. Foundational understanding of group health insurance underwriting, including plan design, contribution strategies, and key cost/risk drivers. Skilled at leading discovery, building business cases, and influencing multiple stakeholders across finance, HR, and executive teams. Experience in healthcare, insurance, or HR tech is a major plus. Comfortable managing long and potentially very quick sales cycles and adapting to shifting priorities in a fast-paced environment.