LLM Evaluation Engineer

About the Company ThirdLaw is building the control layer for AI in the enterprise. As companies rush to adopt LLMs and AI agents, they face new safety, compliance, and operational risks that traditional observability tools were never designed to detect. Metrics like latency or cost don’t capture when a model makes a bad decision, leaks sensitive data, or behaves unpredictably. We help IT and Security teams answer the foundational question: "Is this OK?"—and take real-time action when it’s not. Backed by top-tier venture firms and trusted by forward-looking enterprise design partners, we’re building the infrastructure to monitor, evaluate, and control AI behavior in real-world environments—at runtime, where it matters. If you're excited to build systems that help AI work as intended—and stop it when it doesn’t—we’d love to meet you. About the Role You’ll build the evaluation layer in the ThirdLaw platform—the part of the system that decides whether an LLM prompt, response, tool call, or agent behavior is acceptable. This includes designing and tuning guardrails, classifiers, and semantic judgment systems that operate in real-time. You'll integrate foundation models, similarity search, rules engines, and prompt templates to power high-precision, low-latency policy enforcement. This is not an experimental ML research role—it’s a product-critical engineering role. You’ll work with structured trace data, foundation models, and real-world constraints to build AI safety systems that actually ship. If you’ve built LLM-powered tools and care deeply about how they behave, this is your chance to help define what “trustworthy AI” means in enterprise environments. What You’ll Do Design and build real-time evaluation logic that determines whether LLM prompts or outputs violate enterprise policies. Implement evaluation strategies using a mix of semantic similarity, foundation model scoring, rule-based systems, and statistical checks. Integrate model outputs with downstream enforcement actions (e.g. redaction, escalation, blocking). Prototype, tune, and productize small language models and prompt templates for classification, labeling, or scoring. Collaborate with data infrastructure engineers to connect evaluation logic with ingestion and storage layers. Build tools to observe, debug, and improve evaluator performance across real-world data distributions. Define abstractions for reusable evaluation components that can scale across use cases. Who We're Looking For Required 7+ years of experience in ML systems or AI engineering roles, with at least 1–2 years working directly with LLMs, NLP pipelines, or semantic search. Deep understanding of foundation models (e.g. OpenAI, Claude, Mistral, Llama) and how to work with them via APIs or open source. Hands-on experience with vector search (e.g. FAISS, Qdrant, Weaviate) and embeddings pipelines. Proven ability to implement real-time or near-real-time evaluation logic using semantic similarity, classifier scoring, or structured rules. Strong in Python, with familiarity using libraries like Hugging Face Transformers, LangChain, and PyTorch or TensorFlow. Ability to reason about model behavior, test prompt configurations, and debug complex decision logic in production. Nice-to-Have Experience with OpenTelemetry, Model Context Protocol (MCP), or structured tracing of multi-agent or multi-model pipelines. Experience with red-teaming, AI risk taxonomies, or safety audits for LLM-based systems. Based in or willing to spend time in the San Francisco Bay Area for in-person collaboration. Why Apply? Our team is small and focused, valuing autonomy and real impact over titles and management. We need strong technical skills, a proactive mindset, and clear written communication, as much of our work is asynchronous. If you're organized, take initiative, and want to work closely with customers to shape our products, you'll fit in well here. Finally, we pay market cash compensation and generally above-market equity. The compensation package for this role is benchmarked using Carta Total Compensation and reflects real-time market data for our company’s size, this role’s level, and your geographic location. We have well-designed and generous benefits. https://www.thirdlaw.io/