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:

Stepful is one of the fastest-growing healthcare education platforms in the country, training allied health workers at scale across 12+ certificate programs — CMA, Phlebotomy, PCT, PHT, and more. Our programs run on a tight, high-stakes rhythm: the right instructor, in the right class, at the right time, every single cohort.

We're looking for a Student Success Program Manager to join our operations team in a hybrid role that evolves as you grow with us. You'll start in a coverage capacity while a team member is on a planned leave, owning the instructor-facing logistics that keep our certificate programs running — scheduling, sub coverage, invoice operations, and cohort setup across 90+ instructors. Once that coverage period wraps, you'll transition into a program management role, coordinating and leading a network of coaches and instructors who support post-program career searches for students.

This is a role for someone who thrives in operational complexity, moves quickly through ambiguity, and genuinely cares about the students on the other side of the work.

This full-time, remote role reports to the Manager of Instructional Quality & Operations.

What you’ll do:

Phase 1: Cohort Logistics (first 6–8 weeks)

You'll begin in a coverage capacity while a team member is on a planned leave, owning the instructor-facing logistics that keep our certificate programs running. This is real operational ownership — not a shadow role — and sets you up with deep program context before you transition into the coach-facing work.

• Own instructor scheduling across 90+ instructors and active certificate programs, ensuring every cohort has the right instructor at the right time

• Coordinate sub coverage when instructors are unavailable, maintaining continuity for students

• Handle invoice operations — reviewing, processing, and tracking instructor invoices accurately and on time

• Own cohort setup operations, ensuring every program is configured and ready to launch without friction

• Serve as the operational point of contact for instructors, fielding questions and resolving scheduling issues as they arise

Phase 2: Student Coach Program Management

• Coordinate and support a network of 1099 coaches who provide first-line support to Stepful students

• Lead onboarding of new coaches and drive continuous improvement and best practice sharing to ensure communication reflects Stepful's supportive tone

• Meet weekly 1:1 with coaches to review student load, provide actionable feedback, and support their development

• Assess coach quality and provide constructive guidance on how they can best support students

• Track student, cohort, and partner-level outcomes — including retention, graduation, certification, externship placement, and job placement rates

• Run weekly or biweekly cohort-specific task force meetings to assess progress and hit success metrics

• Proactively maintain data and reports to support the client success team

• Communicate with enterprise partners on student progress

What you’ll bring:

• 3+ years in operations, program coordination, or workforce/staffing operations

• Experience managing scheduling across a distributed workforce — instructors, contractors, tutors, or shift workers

• Strong tool-builder in Google Sheets and/or Airtable. Ability to use Claude CoWork is strongly preferred

• Ability to work closely with the hiring manager during a fast-moving leave coverage period, including multiple weekly check-ins and operational planning sessions

• Excellent async communicator who can coordinate across multiple teams using Slack

• Comfortable operating with SOPs in hand but limited ramp time — this role starts fast

• Healthcare or education workforce experience is a plus, not required.

• Start-up experience is a plus, not required

• Willingness and ability to work a EST time zone schedule, Monday through Friday

Interview Process:

• Introductory call with a Talent Acquisition team member

• Take-Home Assignment

• Assignment Review & Interview with Hiring Manager

• Virtual 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 $63,000 - $74,000, 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.