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ST

Chief of Staff (Strategic Leadership) | Hybrid

Executive operations Cross-functional project management Strategic planning

About Stepful

Stepful is transforming allied healthcare training with affordable, online, instructor-led programs enhanced by AI support. Our mission is to help learners from all backgrounds build high-demand healthcare careers.

In addition to direct-to-consumer learning, Stepful partners with major healthcare institutions to address the national shortage of healthcare workers. Graduates—including Medical Assistants, Pharmacy Technicians, Nurses, and more—support talent pipelines at organizations such as CVS, NY-Presbyterian, HCA, Providence, and Walgreens.

About the Role

As Chief of Staff, you’ll help the leadership team translate strategy into execution. You’ll coordinate cross-functional priorities, drive operational follow-through, and ensure key initiatives move forward with clarity and urgency.

Responsibilities

  • Support executives by managing priorities, timelines, and decision-making across teams
  • Own executive-level planning and help operationalize strategic initiatives
  • Coordinate cross-functional projects and remove blockers to keep workstreams on track
  • Prepare leadership updates, summaries, and action plans for internal stakeholders
  • Continuously improve internal processes to increase speed, alignment, and accountability

Requirements

  • Demonstrated experience in a Chief of Staff, strategy, operations, or similar leadership support role
  • Strong ability to manage multiple priorities in a fast-moving environment
  • Excellent written and verbal communication skills
  • Comfort working cross-functionally and influencing without direct authority
  • Proven track record of driving execution from planning through delivery

Benefits

  • Opportunity to impact healthcare workforce development at scale
  • Mission-driven culture focused on learner outcomes
  • Support for professional growth and leadership development
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Posted on July 15, 2026
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