About Stepful:

Stepful is reimagining allied healthcare training by offering affordable, online, instructor-led, and AI-supported programs that help learners—regardless of background or circumstance—launch high-demand healthcare careers.

In addition to our direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. Our graduates, including Medical Assistants, Pharmacy Technicians, Nurses, and more, form the talent pipelines at major employers like CVS, NY-Presbyterian, HCA, Providence, and Walgreens.

Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $31.5M Series B led by Oak HC/FT. We were named the #1 EdTech company in the U.S. by TIME for 2025.

We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most

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 a Senior Engagement Manager you will be responsible for overseeing a portfolio of Stepful for Business clients, ensuring successful delivery of our healthcare training programs and driving key commercial outcomes, including program adoption and renewals. You will manage the client relationships, deeply understanding their needs and acting as a thought partner in helping them achieve their talent goals.

In this role, you’ll serve as the primary point of contact for your clients, addressing their needs, tracking key performance metrics, and ensuring program success. You’ll collaborate with internal teams to deliver on learning outcomes, while proactively identifying opportunities to expand Stepful’s impact within each client organization.

What you’ll do:

In this role, you can expect to:

• Serve as the primary client point of contact, building strong client relationships and addressing concerns effectively

• Develop and manage delivery of Stepful's programs, collaborating with internal teams to ensure strong outcomes and high client satisfaction

• Monitor key program metrics, including commercial outcomes (e.g., seat activations) and learning outcomes, and identify and take action to address any issues that may impact them

• Own contract renewals and identify and pursue expansion opportunities (in partnership with sales)

• Translate client needs into actionable account strategies, outlining clear success roadmaps that meet both Stepful’s commercial objectives and the client's strategic and talent goals

• Become a trusted advisor to clients by deeply understanding their needs, providing thought partnership and insights, and delivering key initiatives that position Stepful as their most valuable partner

• Act as a client advocate, providing feedback to internal teams on how we can evolve our solution and operations to better serve our employer partners

What you’ll bring:

• You have proven experience independently managing senior client relationships at large, complex organization – building trust, understanding needs, managing difficult conversations, and influencing clients

• You have very strong project management skills, with the ability to manage complex programs and multiple stakeholders

• You have strong commercial acumen – a knack for understanding opportunities to better serve a client, and the ability to influence toward deepening a partnership

• You love operating both at both the “big picture” and “detailed” altitudes – you can think strategically, and execute to bring that vision to life

• You are very comfortable analyzing data and tracking to track progress and drive decision making

• You have excellent verbal and written (e.g., client-ready slides, emails) communication skills

Bonus points if:

• You have worked in management consulting or a B2B go-to-market role (e.g., solutions consulting, account management, client success, sales, business development, strategic partnerships)

• Experience working in education, talent/workforce development, healthcare, or B2B tech-enabled services companies

• You are excited to help build a new function – partnering to evolve our ways of working, systems, and tools

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 $145,000 - $165,000, and is part of a competitive total rewards package including a performance-based cash bonus, 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.

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 Range: $145K - $165K