Head of Trust & Safety

Remote · Full-time · Remote · Posted Oct 15, 2026

At a glance

MagicSchool is seeking a Head of Trust & Safety to own the safety of AI output to teachers and students.
This remote role involves managing policy, model-level guardrails, evaluations, red-teaming, and incident response while building and leading a small team through 2027.

Own the safety of AI output to teachers and students: policy, model-level guardrails, evals, red-teaming, and incident response.
Own the trust posture with districts: safety documentation, RFP and school-board responses, and alignment with state AI-in-education guidance.
Develop safety evaluations and monitoring as integral components of product infrastructure; ensure that each new tool includes safety acceptance criteria established during the scoping phase, rather than at launch.
Own student-facing safety specifically: age-appropriate content, self-harm and crisis handling, and escalation paths to educators.
Run the safety incident process end to end and own the postmortem loop back into product and engineering.
Partner with Legal on COPPA, FERPA, state privacy laws, and emerging AI regulation.
Build and lead a small team (1–3 to start), scaling the function through 2027.

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.
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.

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