Stepful

Enterprise Healthcare Sales Executive

Stepful

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

Visit company website
✨ AI Apply
Apply

Salary

💰 $120,000 - $160,000 per year

Job Level

Mid-LevelSenior

About the role

  • 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

Requirements

  • 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
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

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
sales cycle managementoutbound prospectinginbound lead conversioncomplex deal closingstrategic planningpresentation creationproposal developmentdata-driven decision makingcustomer engagement
Soft skills
relationship buildingstorytellingdriving urgencyself-starteradaptabilitycollaborationconsultative selling