# Sr. Principal AI Systems Architect

**Company:** [Fivetran](https://hotfix.jobs/companies/fivetran)
**Location:** Oakland, CA
**Role:** ML Engineering
**Salary:** $252k – $315k/yr
**Skills:** Llm Prompting, Tool Use, Retrieval, Structured Outputs, Evaluation Methods, APIs, Orchestration, Prompt Engineering, Context Strategies, Agent Systems, Metadata Contracts, Runtime Safety
**Posted:** 2026-04-24

> 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.

## Job Description

## 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

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