Senior Manager, Healthcare Strategy & Operations

About Stepful:

Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.

Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.

Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.

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.

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 our Senior Manager, Health Strategy & Operations you will own key special projects as we scale our Allied Health portfolio. You will become a subject-matter expert and experiment with solutions that can support profitable, 10x growth in active students. In this role, you will work cross-functionally with Learning, Product, Sales, Customer Success, and other Operations teams. You will be responsible for building a key pillar of Stepful’s growth story.

This role reports to our SVP, Growth.

What you’ll do:

• Program Performance & Execution Support

  • Support program performance by driving execution against agreed-upon goals related to profitability, margin, and unit economics

  • Partner with functional leaders to build and maintain program-level scorecards, including financial and qualitative metrics

  • Execute against a program roadmap defined with the SVP of Growth, while surfacing insights, risks, and opportunities to inform prioritization and decision-making

  • Identify gaps in performance and works with cross-functional partners to drive improvements

  • Contribute to the development of business cases for program initiatives, investments, or optimizations

• Cross-Functional Coordination & Alignment

  • Facilitate coordination across Sales, CS, Learning, and Ops to ensure teams are aligned on program priorities

  • Support integrated planning processes across functions to drive cohesive execution

  • Identify and escalates risks, misalignment, or tradeoffs impacting program outcomes

  • Help drive accountability across teams for delivering against shared goals

• Stakeholder Management & Communication

  • Support coordination with instructors, SMEs, and other stakeholders for key initiatives and B2B opportunities

  • Prepare program performance updates, risks, and insights for senior leadership reviews

  • Partner with leadership on external stakeholder interactions (e.g., accreditors, regulators, trade associations)

  • Contribute program insights to resource allocation and prioritization discussions

What you’ll bring:

• You have 7+ years of experience, including in an operational role at a high-growth startup

• You are passionate about helping students change their lives through access to education

• You thrive in a fast-paced, ambiguous environment

• You are highly analytical, taking a structured approach to breaking down complex problems

• You have excellent communication skills that reflect in clear and concise writing and presenting

• You are an expert collaborator who is able to lead through influence and coordinate diverse stakeholders at various levels

• You are willing to do whatever it takes to get the job done successfully and maintain a high bar for execution

• You learn quickly through experimentation

Bonus points if:

• You’ve worked in EdTech or HealthTech

Interview Process:

• Introductory call with Talent Acquisition team member

• Interview with Hiring Manager

• Take-Home Assignment

• Virtual Panel Interview

• On-Site Panel Interview

Benefits and Compensation:

• 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

The target base salary range for this opportunity is $170,000 - $185,000, and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations.

Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package.

Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision 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 other applicable legally protected characteristic.