[Hiring] Head of Trust & Safety @MagicSchool AI

Role Description

• 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. T&S owns the operational reality; Legal owns the legal position.
• Build and lead a small team (1–3 to start), scaling the function through 2027.

Qualifications

• Must Haves:
• 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.
• Nice to Haves:
• 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.

Requirements

• 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.

Benefits

• Work on cutting-edge AI technology that directly impacts educators and students.
• Join a mission-driven team passionate about making education more efficient and equitable.
• Flexibility of working from home, while fostering a unique culture built on relationships, trust, communication, and collaboration with our team - no matter where they live.
• Unlimited time off to empower our employees to manage their work-life balance.
• Choice of employer-paid health insurance plans, including dental and vision at very low premiums.
• Every employee is offered generous stock options, vested over 4 years.
• 401k match & monthly wellness stipend.