[Remote] Regional Vice President of Sales, ASO at Sidecar Health

The Regional Vice President of Sales, ASO, will own the full sales cycle for ASO/NASA prospects, from pipeline generation through contract execution. This role involves cultivating and expanding strategic relationships with national benefits consultants, brokers, and employer decision-makers, and driving consultative sales conversations to articulate Sidecar Health’s value proposition and ROI. Responsibilities include partnering with internal teams to develop tailored solutions, delivering executive-level pitches, negotiating deal structures and contracts, and consistently meeting or exceeding new business sales goals and revenue targets. The role also requires maintaining accurate pipeline management and reporting, representing Sidecar Health at industry events, and partnering with leadership to shape go-to-market strategies and refine sales playbooks for the ASO segment.