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Director, Healthcare Strategy & Operations

Stepful Inc.

Job Overview

Location

New York City

Job Type

Full-time

Full Job Description

📋 Description

• As the Director of Healthcare Strategy & Operations at Stepful Inc., you will lead the end-to-end delivery and scaling of nursing and respiratory programs, serving as a subject-matter expert to drive 10x growth in active student enrollment while ensuring regulatory compliance and exceptional student outcomes. This role is pivotal to Stepful’s mission of expanding access to high-demand healthcare careers for underserved learners, directly contributing to national workforce solutions through partnerships with major healthcare employers like CVS, NY-Presbyterian, and Walgreens.
• You will own program strategy, execution, and continuous improvement by developing and launching innovative initiatives to boost nursing enrollment, retention, and scalability; lead the integration of an acquired nursing college with a focus on expanding remote and online delivery models; oversee a team of Program Directors, instructors, and coordinators; and collaborate cross-functionally with Product, Curriculum, Policy, Sales, and Customer Success teams to align program delivery with accreditation standards and client impact goals.
• You will join a mission-driven, fast-paced team backed by Y Combinator, Reach Capital, and AlleyCorp, recently recognized as the #1 EdTech company in the U.S. by TIME for 2025, where values like ‘Care first,’ ‘Learn quickly,’ ‘Build together,’ and ‘Own it’ guide daily operations and decision-making in a high-growth, ambiguous environment.
• In this role, you will deepen your expertise in healthcare education operations, scale complex academic programs at a Series B-stage startup, influence cross-functional strategy, and directly impact student life outcomes by helping learners launch careers in nursing, respiratory care, and allied health—growing as a leader in both operational excellence and mission-driven innovation.

🎯 Requirements

• 7+ years of professional experience, including in an operational role at a high-growth startup
• Proven ability to thrive in fast-paced, ambiguous environments with a structured, analytical approach to problem-solving
• Excellent communication skills, including clear and concise writing and presenting, with expertise in leading through influence across diverse stakeholders
• Passion for expanding access to education and helping students transform their lives through healthcare career training
• Willingness to do whatever it takes to execute at a high bar, learn quickly through experimentation, and take initiative in ownership-driven environments

🏖️ Benefits

• Meaningful equity stake as part of a competitive total rewards package
• Subsidized medical, dental, and vision insurance plan options
• 401(k) retirement plan, FSA, HSA, and commuter benefits
• Learning stipend for professional development
• Open vacation policy with guidance of 15 days PTO annually, Stepful closed the last week of December, 15 work-from-anywhere days, and 10 public holidays observed for 2026
• Target base salary range of $180,000 - $210,000, part of a comprehensive compensation package

Skills & Technologies

Remote

$180k-210k

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Stepful Inc.

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About Stepful Inc.

Stepful offers online training programs that prepare people for entry-level healthcare jobs such as medical assistant, phlebotomy technician, and EKG technician in as little as four months. The company partners with healthcare employers to align curriculum with workforce needs and provides job placement support, including resume coaching and interview preparation. Students learn through live virtual classes, hands-on simulations, and clinical externships arranged in their local markets, aiming to increase diversity and upward mobility in the allied health sector.

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