Head of Trust & Safety

. Own the safety of AI output to teachers and students, including policy, model-level guardrails, evaluations, red-teaming, and incident response .

Posted 10/15/2026full-timeRemote • United States, CanadaLead💰 $200,000 - $260,000 per yearWebsite

Key responsibilities & impact

Own the safety of AI output to teachers and students, including policy, model-level guardrails, evaluations, red-teaming, and incident response
Own the trust posture with school districts through safety documentation, RFP and school-board responses, and alignment with state AI-in-education guidance
Develop safety evaluations and monitoring as integral product-infrastructure components
Ensure each new tool includes safety acceptance criteria during scoping rather than at launch
Own student-facing safety, including age-appropriate content, self-harm and crisis handling, and escalation paths to educators
Run the safety incident process end to end and feed postmortems back into product and engineering
Partner with Legal on COPPA, FERPA, state privacy laws, and emerging AI regulation
Build and lead a small team of 1–3 initially, scaling the function through 2027
Work with multi-provider LLM infrastructure, moderation APIs, custom classifiers, evaluation and red-team tooling, observability, and incident-management tools

What you’ll need

Has owned trust & safety or responsible AI for a consumer or youth-facing product at scale
Hands-on with LLM safety: evals, classifiers, prompt/system-level guardrails, and red-teaming
Has made safety a velocity enabler by building guardrails as infrastructure
Makes judgment calls under ambiguity and owns them publicly
Strong writer for safety documents, district-facing explainers, and incident communications
Operates hypothesis-first and escalates one-way doors quickly
Experience handling live incidents involving minors or vulnerable users
Track record of building safety as product infrastructure, not a gate
Ability to communicate safety tradeoffs clearly to executive and district-level audiences
Familiarity with state AI-in-education frameworks and district procurement questionnaires
Data/ML fluency to partner with engineering on classifiers and evaluation pipelines
Comfortable being the external face of safety at conferences, with press, and before district boards
No educational credential specified

Comp & perks