Director, Clinical Strategy

About Stepful:

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. by TIME 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.

The Opportunity

As Stepful’s Director of Clinical Strategy, you will serve as the clinical voice for our go-to-market organization, walking into rooms with top CNOs and being recognized immediately as a peer, not a vendor. You will challenge CNO thinking, validate our program designs, and bridge the gap between what sales communicates and what clinical executives actually believe.

Success in this role will be measured by your direct impact on clinical stakeholder relationships, the credibility of Stepful’s brand in nursing leadership circles, and partnership-building velocity. You will spend the majority of your time speaking with clients or presenting at conferences, with the remainder devoted to internal coaching, program quality, and strategic external presence.

This is a remote role with a significant travel component (30% expected travel). This role reports to our SVP of Growth.

What You’ll Do

In the Field (60–70%)

• Join sales as the clinical voice—not to present, but to converse peer-to-peer with clinical executives, leveraging lived experience and authority rather than talking points

• Challenge and reframe clinical objections in ways an Account Executive simply cannot

• Build trusted, lasting relationships with clinical champions inside target accounts that persist beyond any single transaction

• Co-own clinical validation during the sales process, helping buyers construct their internal business case

Internal (20–30%)

• Serve as the voice of the clinical operator on our program and product roadmap, stress-testing decisions, messaging, and use cases against real-world nursing workflows

• Coach the sales team on clinical fluency: terminology, care delivery models, and what CNOs actually worry about

• Review and stress-test clinical claims in marketing materials, case studies, and ROI models

• Help develop clinical content—white papers, webinar presence, conference speaking—that builds Stepful’s credibility with nursing leadership

Strategic (10–20%)

• Advise GTM strategy through a clinical lens, identifying which programs, buyers, and problems resonate most

• Represent Stepful externally at nursing and health system conferences

• Build and cultivate a network of clinical advisors and reference customers

What You’ll Bring

• 10+ years of clinical nursing experience, with at least 5 years in a senior nursing leadership role (Director of Nursing, VP Patient Care, CNO, or equivalent) at a recognized health system; you’ve sat in the seat our buyers sit in

• Demonstrated ability to operate in a commercial environment. You’ve worked with vendors, led evaluations, or made significant technology or operational purchas