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Principal Software Engineer - AI Tooling & Adoption

Fivetran

$235,733 - $294,667
Dec 2, 2025
Oakland, CA, US
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Fivetran is seeking to lead an AI adoption initiative across its Engineering organization to transform its 500+ engineers into 'Bionic Engineers' and implement Virtual Engineer capabilities to achieve significant productivity gains.

Requirements

  • 10+ years of software engineering experience with proven expertise across multiple programming languages and paradigms
  • Experience with Fivetran's tech stack (Java, Python, C, SQL, Bazel, React)
  • Deep hands-on experience with AI-powered development tools (GitHub Copilot, ChatGPT, Claude, etc.)
  • Strong understanding of LLMs, prompt engineering, and AI model capabilities/limitations
  • Experience with CI/CD, DevOps practices, and modern software development workflows
  • Track record of evaluating and implementing new technologies at scale
  • Experience with Kubernetes, Docker, AWS, GCP

Responsibilities

  • Drive Cultural Transformation: Lead the evolution from AI-curious to AI-native engineering practices across all teams
  • Champion Change Management: Convert skeptics into advocates through data-driven demonstrations of value and hands-on enablement
  • Measure & Accelerate Adoption: Establish KPIs, track progress from the current 50% to 100% adoption, and implement interventions to accelerate uptake
  • Build Communities of Practice: Create forums for knowledge sharing, celebrate wins, and foster peer-to-peer learning
  • Tool Evaluation & Selection: Continuously assess emerging AI tools (Copilot, Claude Code, Codex, etc.) and make data-driven recommendations
  • Architecture & Integration: Design technical frameworks for integrating AI tools into existing development workflows and CI/CD pipelines
  • Virtual Engineer Implementation: Lead proof-of-concepts for coding agents in standardized tasks (Lite Connectors via CoIL, code refactoring, test generation)

Other

  • This unique leadership role combines deep technical expertise with strategic business acumen and change management capabilities.
  • This is a full-time, hybrid position based out of our Oakland, CA office.
  • Proven ability to drive technical initiatives across large engineering organizations (500+ people)
  • Experience leading without authority and influencing senior technical leaders
  • Track record of successful change management in engineering contexts