Account Executive, Healthcare

At Stepful, we’re on a mission to reimagine allied healthcare training by providing affordable, online, instructor-led and AI-enabled education to help learners - especially from underserved communities - launch high-demand healthcare careers on their own terms. In addition to our direct-to-consumer training model, Stepful partners with healthcare institutions to build talent pipelines and career pathways in an effort to mitigate the increasing allied health employee shortage. Our graduates - inclusive of Medical Assistants, Pharmacy Technicians and more - go on to work for leading institutions such as CVS, NY-Presbyterian and Walgreens.

Stepful is backed by Y Combinator, Reach Capital and AlleyCorp, and we recently closed a $31.5M Series B round led by Oak HC/FT. Additionally, TIME named Stepful the #1 EdTech company in the U.S. for 2025.

Stepful unlocks the full potential of the global workforce, improving access to quality healthcare for everyone, everywhere.

At Stepful, we attribute much of our success to the high caliber of our team. To that end, we seek to onboard mission-driven individuals who thrive in a fast-paced environment, don’t shy away from ambiguity and demonstrate our four company values:

• Care first: We do whatever it takes for our students to succeed.

• Learn quickly: We test, learn with data, and iterate.

• Build together: We win when we rely on each other.

• Own it: We show up, take initiative, and show pride.

About the Role
We’re looking for a driven and experienced Account Executive to join our Sales team. You’ll be responsible for generating new business by building meaningful relationships with healthcare organizations, identifying their workforce needs, and positioning Stepful as a strategic solution.

You’ll own the full sales cycle—from prospecting through close—and play a key role in expanding Stepful’s footprint across the healthcare ecosystem.

What You’ll Do

• 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.

You’re a Great Fit If You Have

• 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.

Bonus Points If You

• Have sold directly to healthcare systems or hospitals.

• Have experience selling into healthcare-focused talent acquisition teams.

Interview Process

1. Intro Call with Talent Team

2. Interview with Hiring Manager

3. Interview with cross-functional Leader 

4. Virtual Panel Interview + Presentation

5. Final Interview

Compensation:

Base salary: $120K - $160K with a competitive commission plan and equity

Stepful is an equal opportunity employer. We welcome applicants from all backgrounds and are committed to creating an inclusive workplace.

At Stepful, we're an equal opportunity employer and value diversity at our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.