Director, Healthcare Strategy & Operations

Stepful • New York, NY

2d • $180,000 - $210,000 • Hybrid

About The Position

Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers. In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens. Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $55M Series C led by Oak HC/FT. We were named the #1 EdTech company in the U.S. for 2025. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most. Our values: We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core 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.

Requirements

• Passionate about helping students change their lives through access to education
• Thrive in a fast-paced, ambiguous environment
• Highly analytical, taking a structured approach to breaking down complex problems
• Excellent communication skills that reflect in clear and concise writing and presenting
• Expert collaborator who is able to lead through influence and coordinate diverse stakeholders at various levels
• Willing to do whatever it takes to get the job done successfully and maintain a high bar for execution
• Learn quickly through experimentation
• 7+ years of experience, including in an operational role at a high growth startup

Nice To Haves

• Worked in healthcare or EdTech
• Led a team of clinicians, program directors or instructors
• Experience in remote educational delivery (online teaching, virtual simulations, virtual reality etc.)

Responsibilities

• Own the end to end program delivery of our surgical services programs, with the opportunity to expand to other programs
• Develop and execute innovative initiatives and experiments to accelerate enrollment, student retention, and program scale
• Collaborate regularly with our Curriculum, Product, Policy, Sales, and Customer Success teams to meet the high bar of regulators and accreditors, provide an exceptional student experience, and deliver impactful results for our healthcare provider clients.
• Oversee a team of Program Directors, instructors, and coordinators.

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 2026

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed