magicschool - Head of Trust & Safety
Requirements
• 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.
Responsibilities
• 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.
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. • For full time employees: • 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.
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