Stepful · 3 weeks ago
Enterprise Healthcare Sales Executive
Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs. The Enterprise Healthcare Sales Executive will manage the full sales cycle, build relationships with healthcare systems, and position Stepful as a strategic partner in developing clinical talent.
Health CareProfessional ServicesTraining
Responsibilities
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
Qualification
Required
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
Preferred
You've sold directly to healthcare systems or hospitals
You have experience selling into healthcare-focused HR and talent acquisition teams
Benefits
Meaningful Equity Stake
Subsidized Medical, Dental, and Vision insurance plan options
401(k)
FSA, HSA and commuter benefits
Learning stipend
Open vacation policy, including:
Guidance of 15 days PTO annually
Stepful closed the last week of December
15 work-from-anywhere days
10 public holidays observed for 2025
Company
Stepful
Stepful helps those without college degrees train for and find entry-level healthcare jobs.
Funding
Current Stage
Growth StageTotal Funding
$55.99MKey Investors
Oak HC/FTAlleyCorpReach Capital
2024-11-13Series B· $31.5M
2024-02-20Series A· $12M
2023-05-25Seed· $7.5M
Recent News
Morningstar.com
2025-11-09
Business – Latest Financial & Stock Market News | New York Post
2025-08-29
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