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[Remote] Staff AI Engineer

Remote · USA Full-time New today

Note: The job is a remote job and is open to candidates in USA. Drata is a company focused on building trust through compliance solutions, and they are seeking a Staff AI Engineer to shape the architecture of AI systems that power enterprise workflows. This role involves making foundational decisions about AI systems, leading cross-team collaborations, and ensuring the quality and reliability of AI outputs.

Responsibilities

  • Design and own production AI systems end-to-end (LLM pipelines, RAG, reranking, vector stores, orchestration)
  • Make thoughtful build/don’t-build decisions based on real data
  • Evolve our AI stack over time, from model infrastructure to workflow orchestration to evaluation tooling
  • Design evaluation systems that measure retrieval quality, reasoning accuracy, end-to-end performance
  • Build tooling that helps the team iterate confidently and catch regressions early
  • Define how we measure success across the platform
  • Analyze production outputs to identify failure patterns and root causes
  • Turn complex findings into clear technical recommendations
  • Know when to push forward and when to pause based on data
  • Be the go-to technical voice for AI architecture decisions
  • Influence standards for how LLM systems are built, tested, deployed, and monitored
  • Mentor senior engineers through design reviews and hands-on collaboration
  • Partner with product and compliance teams to translate domain complexity into clean technical solutions
  • Ship systems optimized for latency, cost, reliability, and auditability
  • Embed safety guardrails, confidence thresholds, and human-in-the-loop workflows
  • Ensure outputs are traceable and explainable

Skills

  • 10+ years of software engineering experience, including 3+ years working directly on ML/AI systems
  • Real ownership of production LLM systems
  • Deep experience with RAG, embeddings, reranking, vector databases (Pinecone, FAISS, Chroma, etc.), and agentic workflows
  • Experience designing evaluation frameworks and using quantitative analysis to improve system performance
  • Strong Python skills (TypeScript is a plus)
  • A track record of making architectural decisions that shape team direction
  • Experience operating AI systems in production - observability, reliability, cost tradeoffs
  • The ability to break down ambiguous, high-stakes problems into structured investigations
  • Clear communication skills and comfort working cross-functionally
  • Experience in compliance, security, or other regulated domains
  • Familiarity with enterprise data platforms or Snowflake-based analytics
  • Experience with orchestration systems like Temporal or Airflow
  • Experience building or using LLM evaluation platforms (e.g., Braintrust)
  • Contributions to technical communities or published work

Benefits

  • Shared Success: We provide stock equity to ensure that as the company grows, you share directly in that success.
  • Health & Wellness: Up to 100% employer-paid premiums for medical, dental, and vision coverage for employees and their dependents.
  • Financial Well-being: A comprehensive suite of financial benefits, including a 401(k) plan, company-paid life and disability insurance.
  • Family Support: We want to support you in life's most important moments, so we offer a paid Parental Leave policy, after six months of employment.
  • Growth & Development: Generous annual stipends for both professional and personal development.
  • Time Off & Flexibility: We believe that to do your best work, you should get the time you need for rest, rejuvenation and recovery.

Company Overview

  • Drata is a Trust Management Platform that automates compliance workflows, streamlines risk management, and continuous security assurance It was founded in 2020, and is headquartered in San Diego, California, USA, with a workforce of 501-1000 employees. Its website is https://drata.com.
  • Company H1B Sponsorship

  • Drata has a track record of offering H1B sponsorships, with 1 in 2026, 1 in 2025, 2 in 2024, 1 in 2023. Please note that this does not guarantee sponsorship for this specific role.
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