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FivetranFivetran

Sr. Principal AI Systems Architect

Designs and owns architecture for production-grade AI analyst systems, including prompts, tools, context, evaluation, and safety. Partners with teams to build reliable AI capabilities for analytical workflows, emphasizing scalability and quality.

About the job

What You'll Do

  • Define the architecture for the analyst AI stack across prompts, tools, metadata, memory and context strategies, evaluation, and runtime safety.
  • Build the abstractions and interfaces that allow product teams to add new agent capabilities without creating brittle prompt sprawl.
  • Design retrieval and context strategies that give the model the right information at the right time with strong cost, latency, and quality tradeoffs.
  • Establish evaluation loops, benchmark suites, and review processes so model behavior can be measured, debugged, and improved systematically.
  • Partner with product, engineering, and analyst-domain experts to translate real analytical workflows into robust AI-assisted product capabilities.
  • Drive quality standards around correctness, trust, transparency, and failure handling in analyst-facing AI experiences.

What We're Looking For

  • Deep experience building AI-enabled product systems, not just running experiments.
  • Strong software architecture skills, especially around APIs, contracts, orchestration, and system boundaries.
  • Practical understanding of LLM prompting, tool use, retrieval, structured outputs, and evaluation methods.
  • Ability to work fluently across backend engineering, product constraints, and user workflow design.
  • Clear judgment about where agent systems should be flexible and where they should be constrained.
  • Comfort working in ambiguous environments where patterns are still being invented.

Perks and Benefits

  • 100% employer-paid medical insurance*
  • Generous paid time-off policy (PTO), plus paid sick time, inclusive parental leave policy, holidays, and volunteer days off
  • RSU stock grants*
  • Professional development and training opportunities
  • Company virtual happy hours, free food, and fun team-building activities
  • Monthly cell phone stipend
  • Access to an innovative mental health support platform

Skills

Llm Prompting, Tool Use, Retrieval, Structured Outputs, Evaluation Methods, APIs, Orchestration, Prompt Engineering, Context Strategies, Agent Systems, Metadata Contracts, Runtime Safety

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