Head of Trust & Safety

Has owned trust & safety or responsible AI for a consumer or youth-facing product at scale: real incidents, real policy decisions, real regulators.

Hands-on with LLM safety: evals, classifiers, prompt/system-level guardrails, red-teaming. Can read an eval result and say what to change.

Has made safety a velocity enabler, not friction — builds guardrails as infrastructure so teams ship faster with confidence.

Makes judgment calls under ambiguity and owns them publicly, to districts and to the exec team.

Strong writer: safety docs, district-facing explainers, incident communications.

Operates hypothesis-first and escalates one-way doors fast rather than sitting on them.

K-12 or youth-platform experience (GoGuardian, Securly, Roblox, Discord, YouTube Kids, Epic Games).

Familiarity with state AI-in-education frameworks and district procurement questionnaires.

Prior work with child-safety NGOs or standards bodies (Common Sense Media, NCMEC, Thorn, ISTE).

Data/ML fluency to partner directly with engineering on classifiers and eval pipelines.

Comfortable being the external face of safety at conferences, with press, and in front of district boards.

Proven ownership of trust & safety or responsible AI at a consumer or youth-facing product at scale.

Hands-on experience with LLM safety tooling: evals, classifiers, and red-teaming.

Experience handling live incidents involving minors or vulnerable users.

Track record of building safety as product infrastructure, not a gate.

Demonstrated ability to communicate safety tradeoffs clearly to executive and district-level audiences.

LLM layer: multi-provider (OpenAI / Anthropic / Google via GCP Vertex); moderation APIs and custom classifiers.

Eval and red-team tooling (to be built out); Datadog for output observability and alerting.

Product stack context: TypeScript / Next.js on Vercel, Supabase (PostgreSQL) backend.

Incident and knowledge tooling: Linear, Slack workflows, Notion.

Unlimited time off to empower our employees to manage their work-life balance. We work hard for our teachers and users, and encourage our employees to rest and take the time they need.

Choice of employer-paid health insurance plans so that you can take care of yourself and your family. Dental and vision are also offered at very low premiums.

Every employee is offered generous stock options, vested over 4 years.

401k match & monthly wellness stipend.

Educators are Magic:  Educators are the most important ingredient in the educational process - they are the magic, not the AI. Trust them, empower them, and put them at the center of leading change in service of students and families.

Joy and Magic: Bring joy and magic into every learning experience - push the boundaries of what’s possible with AI.

Community:  Foster community that supports one another during a time of rapid technological change. Listen to them and serve their needs.

Innovation:  The education system is outdated and in need of innovation and change - AI is an opportunity to bring equity, access, and serve the individual needs of students better than we ever have before.

Responsibility: Put responsibility and safety at the forefront of the technological change that AI is bringing to education.

Diversity: Diversity of thought, perspectives, and backgrounds helps us serve the wide audience of educators and students around the world.

Excellence:  Educators and students deserve the best - and we strive for the highest quality in everything we do.