B2B Operations Enablement Lead

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. We partner with leading healthcare institutions to address the growing national shortage of healthcare workers, improving access to quality healthcare and career ladders. 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 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

• 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.

About the Role

Stepful for Business (S4B) is growing fast — new programs, new modalities, new enterprise partners. As Operations Lead, B2B Enablement, you'll own the systems and processes that make enterprise program launches repeatable and scalable. You'll work across apprenticeship and upskill programs, partnering with Customer Success (CS), Product, Learning, and Engineering to design the operational foundation that lets us bring on a new client — or a new program — without reinventing the wheel every time. You'll manage one direct report and report into our SVP, Operations. This is a hybrid role based out of NYC.

Responsibilities

• Own the scaling of existing programs and client launch operations. Lead and optimize the end-to-end launch and expansion process for established programs at existing and new clients — including launch planning, QA, cross-functional coordination, and go-live readiness. Focus on scaling programs like PC-Plus, 12-week Medical Assistant, Phlebotomy, and others, while contributing to the rollout of new offerings.
• Design operational infrastructure for new modalities. Build the operational backbone for new delivery models such as partner-led enrollment, employer-sponsored sign-up, SSO integration, and IT QA processes.
• Build scalable S4B ops processes. Own ongoing process design for areas like preceptor operations, admissions workflows, sponsorship management, and ops efficiency to reduce manual steps and improve outcomes.
• Work cross-functionally. Align with Product on tooling needs, coordinate with Learning on program readiness, and loop in CS and Solutions Architecture on client-facing implications.

Requirements

• 8+ years building scalable operations for the delivery of services within a start-up environment, with at least 2 years in B2B partnerships.
• 2+ years of consulting experience (or strategy roles).
• Demonstrated experience designing and documenting operational processes — playbooks, SOPs, workflows — that stick.
• Strong project management instincts: track details, manage dependencies, and keep launches on schedule.
• Experience working cross-functionally on technical or product-adjacent projects (familiarity with SSO, IT QA, or platform integrations is a plus).
• Ability to manage a team while staying close to the work yourself.
• Comfort with ambiguity — you can build structure where there isn't any.

Qualifications

• Bonus points if you have worked in healthcare or EdTech.
• Experience in remote educational delivery (online teaching, virtual simulations, virtual reality, etc.).

Benefits

• Meaningful equity stake.
• Subsidized medical, dental, and vision insurance plan options.
• 401(k).
• FSA, HSA, and commuter benefits.
• Learning stipend.
• Open vacation policy.

Pay

The target base salary range for this opportunity is $180,000 - $210,000, and is part of a competitive total rewards package including equity and benefits.