Senior Product Manager, B2B

About Stepful:

Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—especially those from underserved communities—launch high-demand healthcare careers.

In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to build talent pipelines and address the growing shortage of allied health workers. Our graduates, including Medical Assistants, Pharmacy Technicians and more, go on to work at major employers like CVS, NY-Presbyterian, and Walgreens.

Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $31.5M Series B led by Oak HC/FT. Additionally, we were named the #1 EdTech company in the U.S. by TIME for 2025 and to GSV's 150 Most Transformational Growth Companies in Digital Learning.

We’re unlocking the full potential of the global workforce—improving access to quality healthcare for everyone, everywhere.

Our values:

We credit much of our success to our exceptional team. We’re looking for mission-driven individuals who thrive in fast-paced, sometimes 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 Role

Stepful is launching the next frontier of our mission: helping healthcare providers upskill their own employees through Stepful for Business (S4B), our enterprise offering. We already have early enterprise customers who love the product, despite the fact that nearly everything still runs on spreadsheets and manual workflows. Now we’re ready to build real software, at scale, from the ground up. This role is your chance to own that journey.

As the founding Product Manager for S4B, you’ll work directly with healthcare systems, AEs, client success managers, operators, and executives to build scaled offerings that solve a massive workforce problem in healthcare. You’ll be operating in true 0→1 and 1→100 territory: high-autonomy, high-visibility, and high-impact. You’ll define what we build, how we scale it, and how it becomes fundamental to Stepful’s growth and long-term success as a business.

What You’ll Do:

As the Product Lead for Stepful for Business, you will be responsible for creating and scaling the end-to-end product experience for thousands of healthcare employees. In this role, you can expect to:

• Build the complete product strategy and roadmap for Stepful for Business, turning manual workflows into scalable software that delights enterprise customers.

• Partner closely with AEs, client success managers, and S4B operators to deeply understand customer pain points and prioritize what gets productized (and what doesn’t).

• Own the full product lifecycle: from discovery, prototyping, and stakeholder alignment through execution, launch, and iteration.

• Collaborate with product designers and engineers to ship product quickly, balancing speed with thoughtful architecture in a deeply operational environment.

• Translate enterprise customer needs into strategic roadmaps that meet expectations while staying aligned with Stepful’s long-term vision.

• Build relationships with high-stakes enterprise customers, gather feedback directly, and ensure Stepful becomes an indispensable partner in their workforce development strategy.

• Measure product success using clear metrics tied to customer adoption, engagement, and retention. We are not a feature factory and have no intention of becoming one!

This job is for you if:

• You have 7+ years of B2B product management experience building exception products to support complex workflows.

• You’ve built and scaled 0→1 B2B or enterprise products and can point to launches where you drove strategy, execution, and adoption.

• You have strong product fundamentals:focused backlog prioritization, roadmap ownership, hypothesis-driven experimentation, structured discovery, clear documentation, etc.

• You’re exceptional at stakeholder management and influencing others; you can work with AEs, operators, execs, and technical teams and earn their trust quickly.

• You are comfortable traversing across complex data sets and enjoy writing SQL to generate your own insights.

• You can clearly articulate tradeoffs and make decisions with imperfect information.

• You move quickly, know how to find the 80/20, and can demonstrate a track record of delivering measurable impact fast.

• You’ve operated in complex or operationally-heavy environments where tech empowers humans, not replaces them.

• You have excellent written and verbal communication skills and know how to craft narratives that drive alignment and action.

Bonus points if:

• You’ve built products for healthcare, education, workforce development, or similar regulated industries.

• You have experience navigating enterprise procurement or working with large healthcare systems.

• You’ve worked closely with sales, customer success, or go-to-market teams to shape product strategy.

• You’ve built internal tooling or workflow automation products.

• You’ve personally worked with (or built solutions for) operational teams who manage cohorts, certifications, or employee development programs.

Interview Process:

Step 1: Intro Call with Talent Acquisition Lead

Step 2: Call with hiring manager (past project deep dive and mini case)

Step 3: Onsite interview at office in SoHo, NYC

Compensation:

New Hire Base Salary Bands:
Senior I - $143,000-$181,000
Senior II - $167,000-$211,000

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.

Compensation for this role will fall within the pay range listed and will be determined based on job-related factors including, but not limited to, skills, experience, qualifications as well as interview evaluation. Ranges are market-dependent and may be modified in the future.

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.

Compensation