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Role overview

Stepful is seeking a Director of Learning Programs to guide and scale its learning strategy across a growing set of healthcare training programs. The organization focuses on making allied healthcare education affordable, online, instructor-led, and supported by AI so that learners from many backgrounds can enter in-demand healthcare careers.

Alongside direct learner programs, Stepful also works with healthcare institutions to help close the national shortage of healthcare workers. Its graduates have gone on to roles such as Medical Assistants, Pharmacy Technicians, Nurses, and similar positions, with employer pipelines that include CVS, NY-Presbyterian, HCA, Providence, and Walgreens. The company is supported by investors including Y Combinator, Reach Capital, AlleyCorp, and Oak HC/FT, and was recognized by TIME as the #1 EdTech company in the U.S. for 2025.

Mission and values

The team is guided by a mission to expand access to high-quality healthcare and create more pathways into healthcare careers. Success at Stepful is rooted in a fast-moving, collaborative culture built around four values: putting students first, learning quickly through data, building together, and taking ownership.

What this role will lead

As the Director of Learning Programs, you will set and deliver the learning strategy for Stepful’s healthcare portfolio. You will be accountable for the quality and effectiveness of the learning experience across curriculum development, instructional delivery, clinical rotation design, learner outcomes, and ongoing program improvement.

This position leads a team that may include curriculum developers, instructional designers, and subject matter experts. You will partner closely with Product, Operations, Compliance, and healthcare partners to build scalable systems, improve program quality, and translate learning data into better student outcomes. The role reports to the SVP, Learning and Operations.

Key responsibilities

Set the learning vision and direction based on learner needs, business goals, and demand in the healthcare workforce.
Build and maintain the roadmap for new offerings, curriculum updates, assessments, and different learning formats.
Oversee the full creation and launch of online and blended healthcare programs.
Design efficient operating processes for developing, maintaining, and improving curriculum across multiple programs.
Introduce new learning approaches and apply AI or other emerging technologies to personalize learning, increase engagement, and strengthen skill building.
Develop relationships with employers, academic specialists, and industry groups to stay aligned with market and workforce needs.
Work with Operations, Compliance, and Workforce Solutions to incorporate feedback from students and instructors into the learning experience.

Experience and background needed

At least 10 years of experience in online learning, blended learning, curriculum development, academic program leadership, instructional design, or education operations.
Background in healthcare education, EdTech, or workforce development.
Prior experience leading curriculum developers, instructional designers, subject matter experts, or other learning teams.
Strong analytical approach, with the ability to use data to improve learning design and student results.
Capability to simplify complex healthcare or technical topics into clear learning experiences.
Excellent communication skills and a track record of working effectively across teams.
Comfort working in fast-paced, uncertain, and evolving environments.
Genuine motivation to help students improve their lives through education.

Preferred experience

Healthcare clinical experience or prior work designing curriculum and learning programs in a healthcare environment would be an added advantage.

Interview process

Introductory conversation with a member of the Talent Acquisition team
Discussion with the hiring manager
Take-home assignment
Virtual panel interview
On-site panel interview

Compensation and benefits

The target base salary for this role is USD 180,000 to USD 210,000 per year. This sits within a broader total rewards package that also includes equity and benefits, and actual pay may differ depending on experience, internal pay alignment, and other business considerations.

Meaningful equity opportunity
Subsidized medical, dental, and vision insurance options
401(k) plan
FSA, HSA, and commuter benefits
Learning stipend
Open vacation policy with guidance of 15 PTO days each year
Company closure during the final week of December
15 work-from-anywhere days
10 public holidays observed in 2026

Additional information

Stepful is an equal opportunity employer and considers candidates without discrimination based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or any other legally protected status.

Director, Learning Programs

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