Dean of Education
The Horowitz Andreessen Academy (HAA)
San Francisco, CA · Posted September 20, 2026
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How AI is used in this kind of work
AI use among education administrators, postsecondary is little observed so far. Measured exposure for education administrators, postsecondary: 6% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
About the job
Read the overview on our job board page before you apply: https://jobs.ashbyhq.com/theacademysf
We’re looking for a Dean of Education to design and run a new kind of educational model at the Horowitz Andreessen Academy that’s completely distinct from any other major college - and that’s driven by students.
Our goal at the Academy is to help students cultivate four key attributes:
- High Agency
- AI-Native Building
- People Skills
- Ambition
Your job is to figure out how to get students to develop these traits at HAA. Not through traditional lectures, tests, grades, or homework - but through allowing students to create their own challenges and projects, and setting an extraordinarily high bar.
This role is part educational philosopher, part culture-builder, part coach. There isn’t a playbook for this type of educational model yet, so you’ll build it from the ground up.
In this role, you will:
- Design the structures that let students direct their own learning - e.g. standups, peer review, mentorship touchpoints
- Figure out how to set a high bar for student work and output, through peer norms and osmosis - instead of through enforcement
- Coach and mentor students directly, pushing them to think bigger and take on harder challenges while also knowing when to step back
- Hire, train, or manage instructors and mentors across disciplines
- Define how the school will assess student growth - especially on traits that, by design, can't be tested or graded
If you’re excited by this vision and challenge, sketch out a version of how you would do this - and include it in your application.