Senior Operations Manager, Career Coaching

Stepful • New York, NY

9d • $138,000 - $174,000

About The Position

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. for 2025. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare careers for those who need them most.

Requirements

• 3+ years of operations or consulting experience
• 2+ years in a D2C startup environment
• Experience managing managers, not just individual contributors
• Strong analytical skills and a track record of using data to improve outcomes at scale
• Ability to hold strategy and execution at the same time — you can set the direction and roll up your sleeves
• Comfort operating in a high-growth, fast-changing environment

Nice To Haves

• You have an MBA
• You've previously built or scaled a coaching or placement operation
• You have experience in healthcare or workforce development

Responsibilities

• Lead a growing team of coach managers responsible for frontline career coaching and job placement support — developing their skills, setting performance standards, and creating the conditions for them to do their best work.
• Build for scale, not just for today. Design and implement the operating infrastructure — playbooks, workflows, automation, quality frameworks — that lets a larger team deliver high-quality placement outcomes without a proportional increase in headcount.
• Drive placement outcomes. Own the metrics that matter: placement rates, time-to-placement, employer satisfaction, and student career outcomes. Identify where we're falling short and build action plans to close the gap.
• Experiment and iterate. Test new approaches to career coaching, externship matching, and employer engagement. Use data to evaluate what's working and move fast on the findings.
• Work cross-functionally. Partner with Product, Learning, and Engineering to surface insights from the coaching team and help shape the tools and features that support student career success.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed