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.