Head of Learning

As our Head of Learning, you will define and execute Stepful’s learning strategy across a growing portfolio of healthcare programs. You will own the quality and effectiveness of our learning experience, from curriculum development, instructional delivery, on-the-ground clinical rotation design, to student outcomes and continuous improvement. You will lead a team of curriculum developers, instructional designers, and subject matter experts and work closely with Product, Operations, Compliance, and healthcare partners. This role is ideal for a hands-on learning leader who can set a clear vision, build scalable systems, and use data to improve outcomes for students. This role reports into our SVP, Learning and Operations.

Responsibilities

Learning vision and strategy: Define the vision and strategy for Stepful’s learning offering based on student needs, business priorities, and healthcare workforce demand; Program and content roadmap: Develop and own the roadmap for new programs, curriculum improvements, assessments, and learning modalities; Program development: Lead the end-to-end development and launch of high-quality online and blended healthcare programs; Learning operations: Build repeatable processes to develop, maintain, and improve curriculum efficiently across a growing portfolio of programs; Learning innovation: Develop new learning modalities and apply AI and emerging technologies to personalize learning, improve engagement, and strengthen skill development; Industry alignment: Build strong relationships with healthcare employers, academic experts, and industry organizations to understand emerging learning and workforce needs; Cross-functional collaboration: Partner closely with Operations, Compliance, and Workforce Solutions to incorporate student and instructor feedback and shape the broader learning experience

Requirements

10+ years of experience in online or blended learning, curriculum development, academic program management, instructional design, or education operations; Experience in healthcare education, EdTech, or workforce development; Experience managing curriculum developers, instructional designers, subject matter experts, or other learning teams; Highly analytical mindset, using data to improve learning experiences and student outcomes; Ability to translate complex healthcare or technical subject matter into clear and effective learning experiences; Strong communication and cross-functional collaborative skills; Ability to thrive in a fast-paced, ambiguous environment; Passion for helping students change their lives through access to education

Nice to have

You have clinical experience or have designed learning experiences and curriculum in a healthcare setting

Benefits

Meaningful Equity Stake; Subsidized Medical, Dental, and Vision insurance plan options; 401(k); FSA, HSA and commuter benefits; Learning stipend; Open vacation policy (15 days PTO guidance; Stepful closed last week of December; 15 work-from-anywhere days; 10 public holidays observed for 2026)