Responsibilities

Reporting to the Chief Product & Technology Officer, the Distinguished Architect will set the technical direction for Stitch Fix’s future platform and guide the architectural investments that make our products more resilient, scalable, efficient, secure, and adaptable. This is a senior technology leadership role for a builder and systems thinker who can connect business strategy, client experience, data and AI ambitions, and operational realities to a coherent technology evolution.
The Distinguished Architect will work across product engineering, data, platform, enterprise systems, security, and operations to establish clear architectural principles and make high-quality trade-offs. They will help Stitch Fix modernize legacy foundations while preserving the stability, reliability, and client trust that are essential to the business today.
Own and continuously evolve Stitch Fix’s enterprise technology architecture, defining the target-state principles, platform capabilities, and modernization pathways required to support the company’s business and product strategy.
Translate strategic business priorities into architectural choices and investment roadmaps that balance speed to value with long-term scalability, reliability, security, maintainability, and cost efficiency.
Partner with product and engineering leaders to ensure new client-facing capabilities, internal tools, data products, and AI-enabled experiences are built on durable, reusable, and well-governed foundations.
Lead architecture governance as an enabling mechanism: establish clear decision rights, lightweight review practices, reference architectures, and technical standards that accelerate teams rather than create unnecessary gates.
Identify and prioritize systemic technology risks, including legacy constraints, single points of failure, resilience gaps, data and integration complexity, performance bottlenecks, security concerns, and avoidable operating cost.
Shape the multi-year investment strategy for platform modernization, cloud infrastructure, developer productivity, observability, data architecture, integration patterns, reliability engineering, and technical debt reduction.
Set expectations for service reliability, disaster recovery, performance, scalability, observability, and operational readiness; partner with engineering and security leaders to ensure these expectations are practical and measurable.
Guide the design of data and AI foundations that support trustworthy, scalable use of data and machine learning across client experiences, merchandising, operations, and internal workflows.
Champion engineering efficiency through principled simplification, platform reuse, automation, and architecture choices that reduce cognitive load, improve developer throughput, and manage total cost of ownership.
Advise the CPTO and executive stakeholders on major technical decisions, investment trade-offs, vendor and build-versus-buy choices, and the risks or opportunities created by emerging technologies.

Qualification

DeepExpertise in designing resilientA bias for pragmatic actionExperience supporting recruiting

Required

This is what you’ll need to succeed in this role from day 1.
Deep, hands-on technical leadership experience as a Chief Architect, Distinguished Engineer, VP of Architecture, or comparable role in a complex digital, e-commerce, marketplace, or consumer technology environment.
A record of leading large-scale architecture modernization across distributed systems, cloud platforms, data ecosystems, integrations, and customer-facing applications.
Expertise in designing resilient, scalable, secure, and observable systems, including reliability engineering, performance, disaster recovery, and operational excellence.
Strong judgment on how to manage the tension between immediate product delivery and long-term platform health, with a demonstrated ability to make trade-offs explicit and actionable.
Experience establishing architecture principles, technical standards, reference patterns, and governance practices that strengthen autonomy and execution rather than centralizing all decisions.
Fluency in modern cloud-native engineering, APIs and event-driven integration, data platforms, AI and machine-learning foundations, security, and developer productivity practices.
Ability to assess technology investments through business value, risk, lifecycle cost, scalability, and organizational capability, not solely technical elegance.
Exceptional influence and communication skills, with the ability to earn trust from engineers, product leaders, executives, and non-technical business partners.
A coaching-oriented leadership style that raises the technical bar, develops senior talent, and fosters constructive debate, curiosity, and accountability.
A bias for pragmatic action, continuous improvement, and simple, durable solutions in environments with legacy complexity and evolving business needs.
You’ll love working at Stitch Fix because you will...

Preferred

Experience using Freshservice or comparable customer support and ticket-management platforms.
Experience supporting recruiting, interviewing, and selection of customer support professionals.
Experience implementing change-management initiatives, new service processes, or technology improvements within a customer support organization.
Experience developing peer-coaching programs, facilitating team learning, or supporting employee development initiatives.
Experience contributing to cross-functional customer experience programs, such as social care, client engagement, or service improvement initiatives.
Experience using AI-enabled tools to improve coaching, reporting, workflow management, or customer support operations.
You’ll love working at Stitch Fix because you will...
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