Enterprise Account Executive, Healthcare

5+ years of sales experience, preferably in healthcare, education, or workforce development Experience closing complex deals ($100K–$1M+) with senior stakeholders Familiarity with the provider-side healthcare industry and selling into talent acquisition, HR, or operations teams A strong ability to build rapport, tell compelling stories, and drive urgency in the sales process A data-driven, self-starter mindset with a bias toward execution Comfort navigating fast-paced, startup environments with evolving processes

Manage the full sales cycle from outreach to close, with a focus on healthcare providers and systems Build and execute a strategic plan to achieve and exceed revenue targets Cultivate a strong sales pipeline through a combination of outbound prospecting and inbound lead conversion Lead consultative conversations with VP- and C-level executives, helping them solve workforce and capacity challenges with Stepful programs Create tailored presentations, proposals, and supporting sales materials to guide prospects through the buying process Collaborate cross-functionally with Customer Success, Program Operations, Solutions Architects, and RevOps to ensure a seamless handoff and long-term customer success Represent Stepful at conferences, onsite meetings, and local events to deepen engagement with customers and prospects