Senior Manager of Data Engineering and AI Automation, Business Systems

Stitch Fix is the leading online personal styling service that helps people discover styles that fit perfectly. The Senior Manager of Data Engineering and AI Automation will lead the Business Systems Data & Insights team, focusing on driving data and AI transformation to support critical business functions like Finance and HR.

Responsibilities:

• Lead and Mentor a World-Class Team: Hire, develop, and lead a high-performing team of data engineers and automation specialists. Foster a culture of technical excellence and continuous improvement, empowering your team to build robust solutions for data, automation, and AI
• Own Critical Data Infrastructure: Build and own end-to-end data solutions, including ETL/ELT processing frameworks, data orchestration, metrics frameworks, and scalable data models optimized for retail financial data, P&C/HR analytics, and operational metrics
• Drive AI & Automation Innovation: Establish and evolve automation and Gen AI frameworks purpose-built for Finance and HR. You will drive innovation in Gen AI applications, creating agents and automation that fundamentally transform how these teams work
• Ensure Financial & Data Integrity: Build robust, compliant systems that meet the highest standards for financial data integrity. You will ensure all data systems comply with SOX (Sarbanes-Oxley) requirements, implementing necessary controls and audit trails, while partnering with Compliance, Internal Audit, and Finance teams to meet all regulatory requirements (including GDPR, CCPA, etc.)
• Partner to Solve Complex Challenges: Collaborate closely with a diverse set of stakeholders—from business leaders in Finance and People & Culture to engineering partners in Product, Data Platform, and HRIS—to solve complex data and business challenges at scale
• Define Strategy and Execute with Autonomy: You will have the autonomy to shape the team's strategic roadmap and investment priorities based on business impact. You will be responsible for both strategic planning and hands-on delivery, including enhancing current tools and providing direct support to your business partners

Requirements:

• 8+ years of professional experience in data engineering, analytics engineering, or related technical roles, with demonstrated progressive responsibility
• 3-5+ years of engineering management experience, leading teams of 3-10+ engineers with proven track record of building high-performing teams
• Expert-level Python and SQL skills with production-grade code quality and design patterns
• Hands-on experience building and scaling data pipelines using modern orchestration tools (Airflow, or similar)
• Deep understanding of data modeling, dimensional modeling, and data warehouse design patterns
• Experience with batch and stream processing using Spark, Flink, or similar distributed computing frameworks
• Proficiency with cloud data platforms (AWS, GCP, or Azure) and modern data stack tools
• Strong experience with BI and analytics tools (Looker, Tableau or similar)
• ETL/ELT development experience with tools like Fivetran, dbt, or custom frameworks
• Working knowledge of retail financial data (FP&A metrics, merchandise planning, corporate accounting, or procurement analytics)
• Familiarity with HR data models (headcount analytics, compensation, performance management, or recruiting metrics)
• Experience integrating with ERPs (Oracle Fusion, NetSuite, Workday or others) and connected planning tools (Anaplan, Adaptive Planning, Essbase)
• Understanding of SOX (Sarbanes-Oxley) compliance and IT general controls (ITGCs)
• Experience implementing data controls, audit trails, and access management for financial and HR systems
• Exceptional cross-functional communication skills—able to translate complex technical concepts for business audiences
• Strong prioritization skills with business impact and ROI in mind
• Experience working autonomously and taking ownership of complex projects from conception to deliver