Senior Manager of Data Engineering and AI Automation, Business Systems

About the Team

The Business Systems team is the strategic technology and data partner for our company's core operations. We are the architects and owners of the tech stack that powers our Finance , Procurement, Merchandising and HR/ People and Culture functions.

We partner directly with business leaders to design, implement, and optimize scalable systems. But our work doesn't stop at the application layer. We are also responsible for transforming our business data into a strategic asset. Our team builds and manages the data engineering pipelines, analytics dashboards, and next-generation automation and Gen AI solutions that serve these functions. From core retail domain to our Stitch Fix specific  data models, our work ensures data integrity, delivers critical insights, and empowers our leaders to make data-driven decisions. If you love solving complex business challenges with technology and data, and want to make a tangible impact on how our company operates, you'll fit right in.

About the Role

We're seeking a strategic Senior Engineering Manager to lead our Business Systems Data & Insights team, serving critical domains including Finance (Accounting, FP&A), Merchandising, Procurement, and HR/People & Culture. This is a high-impact, high-visibility role where you will shape the future of how Stitch Fix leverages data and AI to drive key business decisions and directly influence company strategy.

You will be responsible for driving our data and AI transformation by building scalable data infrastructure, advancing analytics capabilities, implementing intelligent automation, and accelerating Gen AI adoption across these essential business functions.

You're excited about this opportunity because you will... 

• 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