Director of Data & AI Platform Engineering, Stitchfix
$170.3-284k
+ equity and bonus
Online personal styling
Job no longer available
Online personal styling
1001+ employees
Job no longer available
$170.3-284k
+ equity and bonus
1001+ employees
Company mission
To change the way people find clothes they love by combining technology with the personal touch of seasoned style experts.
Role
Who you are
- 10+ years in software, data, ML, or platform engineering; 5+ years leading engineering managers or multi-team platform groups
- Demonstrated success owning large-scale data platforms, ML platforms, or AI/GenAI platforms in cloud environments
- Experience driving platform modernization, unification, and multi-year architectural transformation
- Strong software engineering foundation, with experience designing and building large-scale distributed systems and resilient, high-quality APIs and services using modern programming languages and cloud-native architectures
- Strong track record operating and evolving modern data infrastructure, including distributed compute and storage technologies (Spark, Trino, Iceberg), real-time processing frameworks (Kafka/Flink), metadata / catalog systems, and Kubernetes-based orchestration
- Deep expertise across the ML lifecycle - feature engineering, training pipelines, model deployment and serving, monitoring, validation, fine-tuning, and MLOps best practices
- Proven capability in building self-service platform abstractions and tooling that enable teams to develop, experiment, and deploy data and ML products efficiently
- Experience with modern GenAI architectures - semantic retrieval, knowledge-grounded indexing, LLM orchestration, agent workflows, and evaluation frameworks
- Familiarity with modern ML frameworks like PyTorch and Ray is a plus
- Strategic thinker able to align platform investments with business priorities and emerging AI opportunities
- Strong people leader with a track record of building inclusive, high-performing engineering teams
- Excellent communicator who can influence both technical and business stakeholders at all levels
What the job involves
- We’re hiring a Director of Data & AI Platform Engineering to lead the organization that designs and operates Stitch Fix’s core data, machine learning, and generative AI platforms
- You will set the vision and drive the technical direction for the systems that make AI-powered, data-driven experiences possible across the company - enabling richer personalization, better decision-making, intelligent automation and, and enterprise-wide innovation
- You will help evolve our technical foundation to support next-gen AI use cases - unified signals, dynamic and context-aware models, semantic understanding, retrieval-based intelligence, and evolved ML workflows
- This is a highly visible role that will partner closely with both technology and business teams to accelerate innovation and power the next chapter of Stitch Fix’s AI-enabled experiences
- Lead the strategy and execution for Stitch Fix’s next-gen Data, ML, and GenAI platforms - building a unified, secure and scalable architecture for semantic search, retrieval-based intelligence, multi-model orchestration, and agent automation, while operationalizing GenAI through safe, performant, and production-ready systems that power real-world client and employee experiences
- Drive modernization of data and ML foundations to support unified signals, adaptive models, experimentation velocity, and scalable AI/ML workloads
- Provide foundational APIs, SDKs, frameworks, and self-service tools that make it easy for data scientists, ML engineers, analysts, and application teams to build and deploy AI solutions quickly, safely, and at scale
- Partner with Data Science, Engineering, and Product teams to translate Data/ML/GenAI platform capabilities into production-grade features and intelligent experiences that deliver measurable business value
- Drive responsible, enterprise-wide AI and data adoption by creating reusable templates, documentation, and enablement programs, and by partnering closely with technology and business teams to identify and prioritize high-impact opportunities for personalization, automation, and intelligence
- Establish strong governance practices including data contracts, lineage, metric definitions, access policies, and responsible AI guardrails - for trust, safety, and compliance
- Ensure operational excellence through platform reliability, performance, observability, cost efficiency, and simplification of legacy systems
- Lead and develop high-performing engineering teams fostering a culture of clarity, excellence, and trust
- Balance speed of innovation with platform stability, ensuring engineering efforts are tightly aligned to business priorities and long-term client value
Our take
Shopping online for clothes is not always a fun experience. Finding clothes you like is only half the battle. Sizing guides and return policies seem to have been designed to be challenging to understand, and can also vary wildly from company to company.
Stitchfix sets out to change this by making online clothes shopping personalized and hassle-free. Customers take a survey on their personal tastes, and pay a one-off fee for a stylist, to receive a box of 5 personalized items. Then, they simply pay for any items they keep, or return what they don't want free of charge.
Stitchfix's unique blend of technology and human touch allows the company to deliver its personalized experience at scale. Unfortunately, this once exciting brand has been hit hard by economic trends, cutting back staff and shutting down UK operations entirely. Only time will tell if it can bounce back and find success again in the future.
Steph
Company Specialist at Welcome to the Jungle
Insights
-7% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Jun 2014
$30m
SERIES C
Oct 2013
$12m
SERIES B
Total funding: $47.6m
Company benefits
- Leadership, managing people program, career journey & other training opportunities
- Company equity for eligible roles
- Medical, dental and vision benefits
- 401(k) plan
- Unlimited vacation for qualified roles
- Competitive parental leave
- Enjoy 40% off of Fixes plus access to quarterly sample sales
- Collaborative workspaces - Open floor plan with standing desks & living room seating throughout
Company HQ
Financial District, San Francisco, CA
Leadership
Katrina Lake
(Founder & Executive Chair)BA in Economics from Stanford. MBA from Harvard Business School. Previously 2 years as an Associate at The Parthenon Group and 2 years as an Associate at Leader Ventures.
Matt Baer
(CEO)Board Member at La-Z-Boy Incorporated. Former Chief Customer and Digital Officer at Macy's, VP at Walmart eCommerce. Founded and was COO at Bezar.
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