The Safety Enforcement Team’s mission is to fairly and consistently remove violative content, educate Reddit users as well as internal teams on Content Policy, and use technology to improve enforcement at scale. We’re looking for our first ever AI Operations Specialist to join a founding team on a greenfield initiative that will  influence the safety and experience of hundreds of millions of users and shape how Reddit approaches automated safety for years to come. 

As a Senior AI Enforcement Analyst, you won’t just follow a playbook. You will be tasked with authoring it! This is a rare opportunity to be a founding member of a team that is fundamentally changing how Reddit thinks about safety. You will architect the automation of enforcement and shape how policy intent is translated into live model behavior across Reddit’s safety systems. 

This is not a technical role. We don't need more people to build the engines; we need the specialized "pilots" who know exactly where and how to fly them. We are looking for senior Trust & Safety operators with strong AI literacy who understand how to leverage automation responsibly at scale and bridge the gap between high-level policy intent and production enforcement systems. You will own the evolution of our AI-driven enforcement quality, ensuring systems remain effective, ethical, and resilient as policies, products, and adversarial behavior evolve.

If you’re excited by the challenge of making LLMs understand the messy, beautiful nuance of Reddit’s niche communities, this is your role.

Responsibilities:

• Own Automated Enforcement Quality: Serve as a strategic owner for enforcement outcomes across AI-driven systems. You will diagnose underperformance and make go/no-go recommendations on when models are ready for production.
• Translate Policy Into Models: Act as the primary “policy-to-model” translator. You’ll craft prompts, define evaluation criteria, and curate high-quality datasets (“golden sets”) that teach models to distinguish between contextual debate and policy violations.
• Guide Model Evolution: Monitor enforcement performance over time, identifying concept drift, policy changes, or emerging threats that require retraining, prompt updates, or evaluation redesign.
• Surface Blind Spots: Develop monitoring strategies for niche communities, edge cases, and emerging behaviors to ensure enforcement systems reflect Reddit’s diversity and complexity.
• Safeguard Model Integrity: Flag risks, escalate incidents, and recommend rollbacks or mitigations when automated systems fall below quality or safety thresholds, in partnership with ML and Product stakeholders.

Qualifications: 

• 5-7+ years of experience in Trust & Safety, with hands-on exposure to automated or scaled enforcement systems.
• AI-Literate with an understanding of how LLM-based and classifier-driven enforcement systems behave in production, including their strengths, limitations, and failure modes. You can evaluate errors, interpret metrics, and connect model behavior back to policy intent. 
• Familiarity with AI safety concepts such as evaluation design, data quality, labeling strategies, and continuous improvement loops, applied through an operational lens.
• Experience in SQL and/or Python is preferred. Overall, you should be able to use data to investigate issues, assess tradeoffs, and inform decisions—not just report outcomes.
• Ability to move fluidly between technical discussions with ML partners and strategic alignment with Policy, Legal, and Product leaders.
• Experience with content moderation, scaled enforcement programs, policy interpretation, and real-time incident response in complex environments.

Benefits:

• Comprehensive Healthcare Benefits and Income Replacement Programs
• 401k with Employer Match
• Global Benefit programs that fit your lifestyle, from workspace to professional development to caregiving support
• Family Planning Support
• Gender-Affirming Care
• Mental Health & Coaching Benefits
• Flexible Vacation & Paid Volunteer Time Off
• Generous Paid Parental Leave 

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