Own the full sales cycle for ASO/NASA prospects, from pipeline generation through contract execution; Cultivate and expand strategic relationships with national benefits consultants, brokers, and employer decision-makers; Drive consultative sales conversations, clearly articulating Sidecar Health’s differentiated value proposition and ROI for self-funded employers; Partner with actuarial, underwriting, product, and implementation teams to develop compelling solutions tailored to prospect needs; Deliver presentations, finalist meetings, and executive-level pitches with credibility and executive presence; Negotiate deal structures, pricing, and contracts in collaboration with leadership and legal; Consistently meet and exceed new business sales goals and revenue targets; Maintain accurate pipeline management and reporting through CRM and sales tools; Represent Sidecar Health at industry conferences, events, and networking forums to elevate brand presence and drive business development; Partner closely with the Market President, NASA, to shape go-to-market strategies and refine sales playbooks for the ASO segment
Requirements
Proven success in enterprise sales, consistently meeting or exceeding new business sales targets within ASO and self-funded employer groups; 8+ years of experience selling health insurance, healthcare services, or adjacent solutions into national or jumbo accounts (10k+ lives); Strong broker and consultant relationships, with a track record of successfully navigating distribution channels to close complex deals; Executive presence with excellent presentation, negotiation, and closing skills; Deep understanding of ASO models, healthcare cost containment strategies, and employer benefits dynamics; Ability to thrive in a fast-paced, high-growth environment, with an entrepreneurial mindset and comfort operating with ambiguity; Bachelor’s degree