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Executive Assistant to the Founders

Stepful· Operations
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Hybrid (New York City, NY)$90k - $120kFull-timePosted 2mo ago

About the role

Senior Executive Assistant role supporting the CEO and Co-Founder at Stepful, with hybrid in-office presence in NYC (Tue–Thu) and high autonomy in a fast-paced, mission-driven EdTech/healthcare workforce platform.

Responsibilities

  • Own complex, ever-changing calendars for the CEO and executive team, resolving competing priorities and protecting time for what matters most.
  • Manage high-volume scheduling across time zones, including internal meetings, external partner sessions, board interactions, and interviews.
  • Coordinate domestic and international travel end to end—flights, hotels, ground transport, and detailed itineraries.
  • Prepare and process expense reports, reconciliations, and reimbursements with accuracy and on time.
  • Plan and execute leadership offsites, team events, and board meeting logistics from concept through day-of run of show.
  • Draft, proofread, and manage sensitive communications and documents on behalf of executives, handling confidential information with discretion.
  • Partner with the Chief of Staff to prepare agendas, track action items, and follow up on decisions across leadership meetings.
  • Serve as a welcoming, organized point of contact for internal teams and external partners interacting with the executive office.
  • Drive ad hoc projects and process improvements that make the executive team more effective.

Qualifications

  • 6+ years of executive assistant or administrative experience, including direct support of C-level leaders.
  • Proven ability to manage complex calendars, travel, and logistics in a fast-moving environment.
  • Exceptional organizational skills and meticulous attention to detail—nothing slips through the cracks.
  • Strong written and verbal communication skills, with sound judgment about tone and audience.
  • Discretion and integrity when handling confidential and sensitive information.
  • A proactive, resourceful mindset—you anticipate needs, solve problems independently, and thrive amid ambiguity and shifting priorities.
  • Fluency with modern productivity tools (Google Workspace, Slack, and expense/travel platforms).

Skills

Required:Calendar managementTravel coordinationExpense/report processingCommunication

Benefits

  • Meaningful Equity Stake
  • Subsidized Medical, Dental, and Vision insurance plan options
  • 401(k)
  • FSA, HSA and commuter benefits
  • Open vacation policy
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About Stepful

Online Training for Healthcare Jobs

Stepful trains people with a high school education in 4 months and places them into healthcare jobs. Healthcare is the fastest growing industry in the US accounting for 40% of all jobs added including medical assistants, nursing assistants, and phlebotomists.

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