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Sr. Principal AI Systems Architect

Fivetran· Business Intelligence Department
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Hybrid (Oakland, CA)$251.8k - $314.8kfull-timePosted 7mo ago

About the role

Senior-level role responsible for engineering the analytics AI system stack, including metadata contracts, tool interfaces, context assembly, prompt and skill orchestration, evaluation loops, and operational patterns to make AI agents practical in real workflows. Combines systems architecture with AI to build a product-quality analyst system that can reason over schema and business context, use tools correctly, recover from ambiguity, and improve through disciplined evaluation.

Responsibilities

  • 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.

Qualifications

  • 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.

Skills

Required:AI systems architectureAPI design and orchestrationLLM prompting and tool useCross-functional collaboration

Benefits

  • 100% employer-paid medical insurance
  • Generous paid time away from work, including paid vacation or flexible/unlimited vacation depending on role and country, plus paid sick time, inclusive parental leave, paid holidays, including a year-end Global Week of Rest, 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 a mental health platform with resources for employees and dependents
Last updated Sep 23, 2026. Interested? Apply on the company site.
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About Fivetran

Moving data. Powering innovation.

Effortlessly centralize all the data you need so your team can deliver better insights, faster.

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