Stepful

Executive Assistant to the Founders

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At a Glance

Location
New York City, United States
Employment
FULL_TIME
Experience
6+ years
Compensation
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Department
Stepful
Posted
2026-07-24

Key Requirements

Domain Knowledge

  • Healthcare
  • Insurance
  • Logistics
  • Medical

Benefits & Perks

Health Insurance

edical, Dental, and Vision insurance plan options 401(k) FSA, HSA and commut

Requirements

6+ years of executive assistant or administrative experience, including direct support of C-level leaders.

Discretion and integrity when handling confidential and sensitive information.

You've supported a founder or CEO at a high-growth startup.

Compensation & Benefits

Meaningful Equity Stake

Subsidized Medical, Dental, and Vision insurance plan options

401(k)

FSA, HSA and commuter benefits

Open vacation policy, including:

Guidance of 15 days PTO annually

Responsibilities

As we prepare for our next phase of growth, we're hiring an experienced Senior Executive Assistant to be the operational backbone of our executive team.

This role reports directly to the CEO and additionally supports our Co-Founder while working closely with the executive team, Chief of Staff, and People and Operations across the organization.

You'll be a force multiplier for the people setting Stepful's direction.

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.

About the Company

:

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