About Schoolhouse
Founded by Sal Khan, Schoolhouse is a peer-to-peer learning platform that delivers human connection and develops durable skills through online learning to best prepare students to thrive in the age of AI. So far, we’ve reached 200k+ learners from 180+ countries and we plan to grow to millions.
About the Vision
Our vision is to provide an education safety net to ensure that no talent goes undiscovered and that every student feels empowered in our changing world. We do this by bringing high school students together around learning to create an environment where they can develop and showcase academic mastery and durable skills.
About the Role
We're looking for a Chief of Staff to take our ambitious 2028 vision and launch the key systems, projects, and partnerships that get us there. This is a rare generalist role for someone who wants to operate at the center of a fast-growing nonprofit that is already the largest free human tutoring organization in the world. Reporting to the President, you'll take our most important 0-to-1 bets from idea to early traction, represent Schoolhouse to our most important stakeholders, and run the operating rhythm that keeps the organization on track.
Responsibilities
- Strategic projects: Lead high-impact, 0-to-1 projects that advance our 2028 vision like fundraising or growth strategy.
- External relations: Serve as a trusted liaison for high-stakes partners, donors, and stakeholders.
- Business operations: Run the operating rhythm of the organization and the follow-through that turns decisions into outcomes. Support critical work across HR, legal, and finance, and drive the people operations that keep us healthy.
About You
- At least 5+ years in a Chief of Staff, operating, or strategy role — as a founder / early operator at a high-growth startup or in a consulting / banking / strategy role with hands-on operating experience since.
- You've helped take something from 0 to 1: a new program, product, or partnership.
- You thrive in high ambiguity. You can take a vague, high-stakes problem with no clear owner and turn it into a plan, momentum, and a result.
- You shine in external, high-stakes settings and have operated closely with executives.
- You are an exceptional communicator who builds trusted relationships easily.
- You have sound judgment about people and priorities, and the discretion to handle sensitive situations well.
- You're available to work in a US timezone.
Life at Schoolhouse
- Work with an amazing team with backgrounds in education, consulting, astrophysics, and startups.
- Fully remote with flexible working hours.
- Unlimited PTO policy.
- Competitive salary and comprehensive benefits including work-from-home stipend, professional development budget, and health coverage for US employees.
- Semesterly retreats and monthly regional meetups.