Trust & Safety Policy Lead

TLDR

Shape the community standards of a dynamic online learning marketplace by driving safety policy development and fostering collaboration across diverse teams.

The Company:

Outschool’s mission is to inspire kids to love learning. In our fast-changing world, the traditional educational system struggles to meet the diverse and evolving needs of young learners. Outschool reimagines this system, offering flexible and engaging learning experiences as a supplement and alternative to traditional education. By connecting learners with a global community of teachers and peers through our online platform, we make learning personal, dynamic, and deeply human.

We've made significant strides since launching our marketplace of live online classes in 2017. Finding initial success with secular homeschoolers, we then expanded to enrichment learning to meet the needs of a wider audience, growing our business 16x since 2019. Post-pandemic, we have evolved our platform to power academic learning, incorporated AI, and have begun to grow our international community. We're proud to have served over 1M passionate learners with more than $100M in annual bookings.
 
Driving disruptive, positive change in education is rewarding and hard. Outschool team members are encouraged to challenge themselves, take risks, and grow in their careers. We look for talented people whose sense of urgency, innate curiosity, and determination to drive impact will help Outschool achieve outsized results in pursuit of our mission. We invite you to be part of an ambitious team dedicated to ensuring every learner can navigate the future with curiosity, resilience, and a love of learning.

About The Role: 

Outschool is seeking a Trust & Safety Policy Lead to serve as the architect of our community standards. In this role, you will be responsible for defining, refining, and enforcing the policies that keep Outschool the safest, most trusted learning marketplace for K-12 learners.

This role requires a blend of analytical rigor, precise communication, and deep empathy for our diverse user base:

  • Policy Architect: You don't just enforce rules; you write them. You will draft and iterate on community guidelines that balance safety with our mission to inspire learning.
  • Subject Matter Expert: You will serve as the "go-to" person for complex, gray-area escalations, applying nuanced judgment to sensitive situations.
  • Cross-Functional Partner: You will collaborate closely with Legal, Product, and Customer Support to ensure our policies are legally compliant, operationally enforceable, and technically scalable.
  • Data-Driven Operator: You will analyze safety trends and incident data to proactively identify gaps in our policies before they become problems.

At Outschool, our titles focus on impact rather than hierarchy. While this is an Individual Contributor role, you will have significant autonomy to shape the safety culture of our platform.

Core Responsibilities:

  • Policy Development: Own the lifecycle of Trust & Safety policies. Draft, review, and update Community Standards, Educator Requirements, and Learner Safety guidelines to reflect evolving business needs and industry trends.
  • Complex Escalations: Act as the final point of escalation for high-stakes or "gray area" safety incidents, investigating cases with discretion and determining fair outcomes.
  • Sensitive Communications: Draft and refine customer-facing messaging for high-stakes safety and policy issues, ensuring all communication regarding bans, warnings, or sensitive inquiries is empathetic, clear, and operationally sound.
  • Regulatory Compliance: Partner with Legal to ensure platform policies align with global regulations (e.g., COPPA, GDPR-K, KCSSIE) and AI safety standards.
  • Operational Playbooks: Translate high-level policies into clear, actionable Standard Operating Procedures (SOPs) for our enforcement and support teams.
  • Product Collaboration: Work with Product and Engineering to translate policy requirements into product features (e.g., moderation tooling, keyword filters, AI detection logic).
  • Quality Assurance: Conduct audits of enforcement actions to ensure consistency and fairness in how policies are applied across the community.

Desired Experience & Skills:

  • 3+ years of experience in Trust & Safety, Content Policy, or Risk Management within tech or marketplace platforms.
  • Strong Writing Skills: Ability to write clear, concise, and jargon-free policies for external audiences (parents/educators) and internal audiences.
  • Nuanced Judgment: Demonstrated ability to make difficult decisions in ambiguous situations where there is no "right" answer.
  • Analytical Mindset: Experience using data to identify abuse trends and measure the effectiveness of policy changes.
  • Knowledge of Child Safety: Familiarity with youth safety standards, COPPA, or education-specific safety concerns is a strong plus.
  • Tech-Savvy: Comfort working with content moderation tools, ticketing systems (e.g., Zendesk, Jira), and collaborating with technical teams.

Outschool recruits across the US and Canada, and sets employee salaries to reflect local compensation and cost of living. For New York and California candidates, as well as candidates based in Seattle, WA, the annual salary range for this role is $140,000 - $192,000. For Washington candidates outside of Seattle, as well as Colorado candidates, the salary range for this role is $135,000 - $185,000.

We use Covey as part of our hiring and / or promotional process for jobs in NYC and certain features may qualify it as an AEDT. As part of the evaluation process we provide Covey with job requirements and candidate submitted applications. We began using Covey Scout for Inbound on March 21, 2024.

Please see the independent bias audit report covering our use of Covey here.

Benefits & Culture:

At Outschool, we believe that taking care of one another enables us to do our best work. To us that means:
  • Shared Financial Success: Competitive salaries, stock options, retirement plans.
  • Health & Wellness: Comprehensive medical, dental, vision, disability, and life insurance — plus fertility/family planning coverage and access to ModernHealth coaching & therapy.
  • PTO & Family Benefits: Generous PTO and family leave policies.
  • Hybrid & Remote-Friendly: Outschool has a distributed team across the U.S. and Canada and a new office in San Francisco. Bay Area–based employees work in the office part of the week and receive commute-related benefits. Team members outside the Bay Area remain fully remote, with support for expensable home office setup, internet, and weekly meals to stay connected no matter where you are.
  • Lifelong Learners: Annual budgets for professional development and DEI learning; budgets for children to take Outschool classes.
  • Community Impact: Outschool matches employee donations to eligible charities and supports Outschool.org’s nonprofit programs.

Outschool is an equal opportunity employer. We view diversity as a moral imperative and competitive advantage. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We plan and structure our interviews to directly assess skills and experience. 

If you require a reasonable accommodation to participate in the job application or interview process, please contact [email protected].
 
Benefits packages are included for full-time employees only. Please note benefits and perks may vary for employees based outside of the US and Canada.
 
Full-time employees must be a citizen or legal residents of the U.S. or Canada and reside in U.S. or Canada, unless specifically indicated otherwise. 
 
Once you submit your application, Outschool will process your personal data to evaluate your candidacy for employment. Unless specifically indicated otherwise, we hire employees only in the U.S. and Canada. Applicants else where should be aware that we may discard your application upon submission or we may ask if you would like us to retain it later should there be consideration (this is not typical at all).  If you are selected for interviewing, your data will be shared with interviewers and personnel involved in that process. If not hired, your application will be retained for one year in case there is another suitable role. You may opt out of this at any time. Please see our Employee/Applicant Privacy Notice for more detailed information. If applicable, as you progress through the process, we will be clear about what information is being asked for and what happens with that information.

Benefits

Health Insurance

Comprehensive medical, dental, vision, disability, and life insurance — plus fertility/family planning coverage and access to ModernHealth coaching & therapy.

Home Office Stipend

support for expensable home office setup, internet, and weekly meals to stay connected no matter where you are.

Charity matching

Outschool matches employee donations to eligible charities and supports Outschool.org’s nonprofit programs.

Paid Time Off

Generous PTO and family leave policies.

Outschool is an online platform that connects learners with a global community of teachers to provide flexible and engaging educational experiences. Aimed at inspiring kids to love learning, it offers a diverse range of classes that supplement and serve as alternatives to traditional education methods.

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Salary
$140,000 – $192,000 per year
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