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Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Principal Software Engineer, AI Tooling & Adoption Organization - **Company:** Fivetran - **Location:** Oakland, CA, United States - **Experience:** Expert - **Salary:** $225,813.0 - $282,266.0 - **Contract:** Permanent contract - **Skills:** C (Programming Language), Java (Programming Language), Artificial Intelligence, Application Integration Architecture, Software as a Service, Cloud Computing, Continuous Delivery, Continuous Integration, DevOps, Programming Tools, Github, Python (Programming Language), Peer-To-Peer (P2P), Performance Tuning, Software Engineering, SQL Databases, Systems Integration, GitHub Copilot, ReactJS, Large Language Models, Prompt Engineering, Data Analytics, Data Management, Virtual Agents, Code Restructuring, GPT, Programming Languages - **Published:** August 23, 2026 - **Apply:** https://www.careerbuilder.com/job-details/principal-software-engineer-ai-tooling-adoption-oakland-ca--838230d3-a4fc-490b-8606-fbceb99a0c11 ## About the Role * 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, * 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, Artificial Intelligence (AI), Best Practices, Budget Management, Budgeting, Business Case, Business Skills, C-Level Management, Cellular Telephone, Change Management, Cloud Computing, Communication Skills, Compensation Management, Competitive Analysis/Strategy, Competitive Research, Continuous Deployment/Delivery, Continuous Integration, Contract Management, Contract Negotiation, Cost Control, Cross-Functional, Customer/Client Research, Data Management, DevOps, Diversity, Electricity, Engineering, Engineering Management, Finance, GitHub, Health Insurance, Improvement Metrics, Industry/Trade Analysis, Integrated Circuits (ICs), Intellectual Property (IP), Laboratory Analysis, Leadership, Legal, Machine Tool, Metrics, Performance Analysis, Performance Metrics, Performance Tuning/Optimization, Product Demonstration, Product Planning, Production Systems, Programming Languages, Programming Tools, Project Tracking, Proof of Concept, Refactoring, Regulatory Compliance, Return on Investment (ROI), Security Compliance, Software Development, Software Engineering, Software as a Service (SaaS), Strategic Planning, Supplier Relationship Management (SRM), Technical Leadership, Technical Strategy, Technical/Engineering Design, Training/Teaching, Vendor/Supplier Relations ## Description * 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, 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. 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