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Fivetran

Principal Software Engineer, AI Tooling & Adoption

Fivetran · Oakland, California, United States, AMER

Posted about 3 months ago

or apply directly on Fivetran 's site. We never take the application ourselves.

Is this posting real?

This role has been open
80 days
Fivetran 's roles stay open a median of 73 days
Reposted
No
Salary listed
No
1% of Fivetran 's roles list one
Ghost-job risk at Fivetran
high
212 stale, 4 reposted of 232 open
Hiring momentum
375 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-22

Measured from postings appearing on and disappearing from Fivetran 's own greenhouse board since 2026-08-03. Full hiring picture for Fivetran .

About this role

As a Principal Software Engineer at Fivetran, you will lead the AI adoption initiative within the Engineering organization, transforming engineers into 'Bionic Engineers' and implementing AI-driven productivity enhancements. Your role involves driving cultural change, managing tool adoption, and collaborating with various teams to integrate AI tools into development workflows, while also overseeing a significant budget and establishing key performance indicators for success.

Our read on this posting3.0out of 5
benefits
4/5
freshness
1/5
career value
5/5
role clarity
5/5
pay transparency
0/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Fivetran as an employer.

What you need

  • 10+ years of software engineering experience
  • 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
  • Proven ability to drive technical initiatives across large engineering organizations (500+ people)
  • Experience leading without authority and influencing senior technical leaders

Nice to have

  • Experience with Fivetran's tech stack (Java, Python, C, SQL, Bazel, React)
  • Background in developer productivity, platform engineering, or DevEx roles
  • Experience with virtual agents/coding assistants in production environments
  • Knowledge of AI/ML fundamentals and enterprise AI governance
  • Previous experience in high-growth SaaS companies

What you get

  • 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

Worth weighing

  • Role involves significant change management and cultural transformation, which may be challenging in a large organization.
  • No specific mention of remote work flexibility beyond two days in the office each week, which may impact work-life balance for some candidates.
  • The compensation range is broad and may vary based on individual factors, so candidates should inquire further during the hiring process.

Summarised from Fivetran 's posting. Read the full original.

Listed by Fivetran on their greenhouse job board, last confirmed open on 2026-10-22. PitchMeAI is not the employer.

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