Principal Software Engineer, Ai Tooling & Adoption
fivetran
Oakland, California, United States, AMER
Development
AI
Public Relations
Advertising
Job Score
100 pts
On-site model (+70)
Development (+10)
AI (+10)
Public Relations (+10)
From Fivetran’s founding until now, our mission has remained the same: to make access to data as simple and reliable as electricity. With Fivetran, customer data arrives in their warehouses, canonical and ready to query, with no engineering or maintenance required. We’re proud that more organizations continue to leverage our technology every day to become truly data-driven.
About Us
Fivetran and dbt Labs are bringing together two industry-leading companies with a shared mission: helping organizations unlock the full value of their data. Together, we’re delivering the data infrastructure layer that helps organizations move, transform, and trust their data — from the moment data moves, through every transformation, to the context teams and AI systems rely on. Fivetran helps organizations automate data movement across the systems, clouds, engines, and tools they rely on. dbt Labs pioneered analytics engineering, helping teams transform data into reliable, governed insights. Together, we support thousands of organizations as they build a trusted foundation for analytics, AI, and better business decisions. As we bring our teams and technology together, we’re building on the strengths of both companies while continuing to deliver the products and experiences our customers know and trust. It’s an exciting time to join us: we’re creating a company with the scale, talent, and technology to help more organizations put their data to work with greater speed, confidence, and impact. During this transition period, you may see references to both Fivetran and dbt Labs throughout our recruiting process as we integrate our teams, systems, and career sites.
About the Role
Fivetran is building data pipelines to power the modern data stack for thousands of companies.
Fivetran is seeking an exceptional Principal Software Engineer to lead our AI adoption initiative across the Engineering organization. This unique leadership role combines deep technical expertise with strategic business acumen and change management capabilities. You will be the driving force behind transforming our 500+ engineers into “Bionic Engineers" while implementing Virtual Engineer capabilities to achieve 10% productivity gains in FY26 and 20% in FY27.
As the single point of contact for AI initiatives in Engineering, you will orchestrate an engineering-wide transformation that makes AI-driven productivity a core engineering competency. This role requires someone who can navigate the rapidly evolving AI landscape, drive adoption across diverse teams, and deliver measurable business impact.
This is a full-time position based out of our Oakland office. Our hybrid work model offers a blend of remote flexibility and in-person collaboration, including two days in the office each week to connect and build as a team.
Technologies You’ll Use
-
Java, Postgres, Oracle, SQL Server, MySQL, Kubernetes, Docker, AWS, GCP, CircleCI
-
Google Gemini, Anthropic Claude, Claude Code, ChatGPT, OpenAI Codex, GitHub Copilot
What You’ll Do
Adoption Management & Leadership (40%)
-
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
Technical Leadership (35%)
-
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)
-
Security & Compliance: Partner with Security and Legal teams to ensure AI tool usage protects IP and meets compliance requirements
-
Technical Standards: Establish best practices, guidelines, and guardrails for AI-assisted development
-
Performance Optimization: Analyze and optimize the technical performance and cost-efficiency of AI tool deployments
-
Innovation Pipeline: Maintain awareness of cutting-edge AI developments and identify opportunities for competitive advantage
Business Leadership (25%)
-
Strategic Planning: Develop and execute the three-phase AI adoption roadmap (Explore & Learn → Enable, Train & Adopt → Core Competency)
-
Budget Management: Oversee $1M+ annual tool budget, optimize spend across 500+ team members, and demonstrate ROI
-
Stakeholder Management: Build relationships with the CEO, Engineering Leadership, Finance, L&D, Legal, and Security teams
-
Business Case Development: Quantify productivity gains, cost savings, and strategic value of AI initiatives
-
Vendor Relations: Negotiate enterprise contracts, manage vendor relationships, and influence product roadmaps
-
Cross-functional Collaboration: Work with Program Managers, Engineering Managers, and other non-IC roles to extend AI benefits
- Competitive Intelligence: Monitor industry trends and ensure Fivetran maintains a leadership position in AI-augmented engineering
-
Enable Success at Scale: Design and implement adoption playbooks that work across diverse teams with varying technical backgrounds
-
Remove Barriers: Identify and systematically eliminate technical, cultural, and process obstacles to AI adoption
-
Communicate Impact: Regularly present adoption metrics, success stories, and ROI to engineering leadership and executives
Skills We’re Looking For
Technical Expertise
-
10+ years of software engineering experience with proven expertise across multiple programming languages and paradigms
-
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
Leadership Experience
-
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
-
Demonstrated ability to convert technical innovations into business value
-
Experience presenting to C-level executives and board members
Adoption & Enablement Skills
-
Experience driving tool adoption across diverse technical teams
-
Strong communication skills with the ability to create compelling narratives for different audiences
-
Track record of building training programs and enablement materials
-
Data-driven approach to measuring and improving adoption metrics
-
Patience and empathy when working with skeptics and late adopters
Bonus Skills
-
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
#LI-HYBRID #LI-EM1
The compensation range displayed on this job posting reflects the minimum and maximum target for new hire compensation for the target position and level, and may include sales incentives or target bonuses depending on the role. Our compensation ranges are determined by role, level, and location. Our job titles may span more than one career level. Within the range, individual compensation is determined by additional factors, including job-related skills, experience, relevant education or training, business need, market demands. The compensation range is subject to change and may be modified in the future. Your recruiter can share more about the specific compensation range for your location during the hiring process.
Oakland Pay Range
$225,813—$282,266 USD
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 that offers personalized care and resources in areas such as: therapy, coaching, and self-guided mindfulness exercises for all covered employees and their covered dependents.
*May vary by country and worker type - please reach out to your recruiter for more information
Click here to learn more about Fivetran's Benefits by Region.
We’re honored to be valued at over $5.6 billion, but more importantly, we’re proud of our core values of Get Stuck In, Do the Right Thing, and One Team, One Dream. Read about us in Forbes.
Fivetran brings together high-quality talent across the globe to make data access as easy and reliable as electricity for our customers. We value and recognize that our customers benefit from having innovative teams made of people from many backgrounds, experiences, and identities. Fivetran promotes diversity, equity, inclusion & belonging through attracting, recruiting, developing, and retaining a diverse workforce, not only because it is the right thing to do, but because it helps us build a world-class company to better serve our customers, our people and our communities.
To learn more about Fivetran’s culture and what it’s like to be part of the team, click here and enjoy our video.
To learn more about our candidate privacy policy, you can read our statement here.
We are committed to ensuring that all candidates have an equal opportunity to participate in our interview process. If you require accommodations at any stage of the process due to a disability, medical condition, or any other circumstance, please don't hesitate to submit your request by filling out this form. We will work with you to provide reasonable accommodations to facilitate your participation and ensure a fair and accessible interview experience. Your request and any information provided will be kept confidential and will not impact your candidacy. We look forward to hearing from you and accommodating your needs to the best of our ability.
What did you think of this job?
Loading comments...
About Software Development
Software Development is one of the most dynamic and constantly evolving fields in the job market. Professionals in this area are responsible for creating, maintaining, and optimizing web, mobile, and desktop applications that impact millions of users daily.
Key languages and frameworks include JavaScript (React, Node.js, Vue.js), Python (Django, Flask), Java (Spring), PHP (Laravel), and TypeScript. Demand for full-stack developers continues to grow, especially in tech companies and startups.
Salaries range from entry-level to senior positions, with growing opportunities for remote work and international freelancing.
About Artificial Intelligence
Artificial Intelligence is currently the fastest-growing field in the technology market. The revolution in generative models (GPT, Claude, Gemini) has created massive demand for AI-specialized professionals.
Key areas of practice include Machine Learning Engineering, MLOps, Prompt Engineering, AI Research, and Applied AI. Python, TensorFlow, PyTorch, and LLM knowledge are essential skills.
AI salaries are the highest in the technology sector, with many remote work opportunities at international companies.
About Public Relations
The Public Relations (PR) area focuses on managing the reputation, image, and communication of an organization with its various stakeholders (such as clients, investors, employees, media, and the community). PR professionals develop corporate communication strategies, manage media relations (press relations), organize institutional events, and work in image crisis prevention and management.
About Advertising
The Advertising area is aimed at the planning, creation, and delivery of communication campaigns to promote brands, products, ideas, or services. Professionals in the sector work in advertising agencies or in-house marketing departments in creative fields (art direction, copywriting), strategic planning, account management, and media buying.
Discover Other Areas
Understand the scope of work, key skills, and tools used in different career areas.
About Scrum Master
The Scrum Master is the professional responsible for facilitating the adoption of Scrum and agile practices within development teams. They act as servant leaders, removing impediments, promoting continuous improvement, and ensuring Scrum events and ceremonies happen in the best possible way.
Key skills include event facilitation (sprint planning, daily, review, retrospective), backlog management, team coaching, conflict resolution, and agile metrics (velocity, burndown, cycle time). Knowledge of Jira, Trello, Azure DevOps, and frameworks like Kanban, XP, and SAFe is a differentiator.
Scrum Masters in technology companies are highly valued, especially those who can promote team autonomy, create psychologically safe environments, and lead agile transformations at scale. The field offers opportunities from junior scrum master to agile coach, head of agile, and director of agile transformation.
About Technical Support
Technical Support is essential to ensure customer satisfaction and retention. Support professionals resolve technical issues, document solutions, and identify patterns that can lead to product improvements.
Key skills include troubleshooting, customer service, technical documentation, ITIL knowledge, and ticketing tools (Zendesk, Freshdesk, Intercom).
Technical support has evolved from a reactive to a proactive function, with high-level professionals working in Customer Engineering and Support Engineering.
About Social Media
The Social Media area is one of the most dynamic and constantly evolving fields in digital marketing. Social media professionals are responsible for creating, managing, and optimizing brand presence on digital platforms, building engagement and community with the target audience.
Key skills include social media management (Instagram, TikTok, LinkedIn, Facebook, YouTube), social media content creation, community management, paid social media (Meta Ads, LinkedIn Ads, TikTok Ads), metrics analysis, and strategic planning. Tools like Hootsuite, Sprout Social, Buffer, Later, and analytics platforms are essential.
Social media professionals in technology companies are highly valued, especially those who master paid social, social media analytics, and content strategies for different platforms. The field offers opportunities from analyst to head of social media, with a focus on growth, engagement, and return on investment.
About Digital Marketing
Digital Marketing is a constantly expanding field, driven by e-commerce growth and the need for a strong digital presence. Marketing professionals master tools like Google Ads, Meta Ads, HubSpot, Google Analytics, and automation platforms.
Most sought-after specializations include Growth Marketing, Performance, SEO, Content Marketing, and Growth Hacking. The combination of creativity with data analysis is the most valued differentiator in the market.
The market offers opportunities in both agencies and technology companies, with competitive salaries and remote work possibilities.
About Content Manager
The Content Manager is the professional responsible for leading the entire content strategy, production, and management of an organization. They define the editorial strategy, coordinate writing teams, and ensure content aligns with business goals and brand identity.
Key skills include content strategy, editorial planning, content audit, buyer persona, customer journey, content ops, content governance, performance metrics (ROI, engagement, organic traffic), and team management. Knowledge of WordPress, Contentful, Notion, and analytics tools is a differentiator.
Content Managers in technology companies are highly valued, especially those who can align content with conversion funnels, lead multidisciplinary teams, and use data to optimize editorial strategy. The field offers opportunities from content manager to head of content, with a focus on strategy, quality, and scale.
Comments 0