Lead Engineer, Order Management & Checkout Systems

Stitch Fix Inc.; Oregon; Hybrid; USD 150,000 - 186,000; Full time

Benefits offered by this job

Equity

Medical/Dental/Vision

Paid time off & bonuses

Job summary

Stitch Fix, Inc. is seeking a Lead Engineer on the Order Management team to set the technical direction for checkout, order creation and lifecycle management, fulfillment orchestration, and integrations with internal and external partners.

This hands-on leadership role owns initiatives from discovery to delivery and aligns technical decisions with business outcomes. You will work with Product, Engineering, and Operations to coordinate across services, data flows, and processes, designing

Qualifications

• 5+ years of software engineering experience building and operating complex, business-critical backend systems.
• Fluent in Go, Ruby, Java, or Python; current stack is primarily Golang and Ruby.
• Strong experience with relational databases (PostgreSQL/MySQL) and cloud platforms (AWS/GCP/Azure).
• Led complex, multi-sprint initiatives from discovery/design through launch and operational follow-through.
• Clear written and verbal communication; able to collaborate across Product, Engineering, Operations, and other partners.
• Mentor engineers and raise the technical bar for the team; drive engineering excellence.
• Value automated testing, continuous delivery, observability, and incident learning.
• Fluent with AI-assisted development tools and apply them to improve outcomes.
• Bachelor’s degree in Engineering, Computer Science, or related field, or equivalent practical experience.

Responsibilities

• Lead complex, multi-sprint Order Management initiatives from problem framing through delivery and post-launch measurement.
• Design, build, and operate reliable, stateful services and workflows across checkout, order lifecycle, fulfillment, and partner integrations.
• Drive technical decisions by evaluating options, balancing deliverables with maintainability and debt reduction.
• Collaborate with Product, Engineering, and cross-functional teams to define scope, milestones, estimates, and risks.
• Strengthen engineering and operational excellence through automated testing, observability, safe rollout/rollback, incident leadership, and reviews.

Skills

Go

Ruby

Java

Python

Distributed systems

Leadership

Education

Bachelor's degree in Engineering, CS, or related field

Tools

PostgreSQL

MySQL

AWS

GCP

Azure

Kafka

Temporal

Datadog

Job description

Stitch Fix, Inc. is seeking a Lead Engineer on the Order Management team to set the technical direction for checkout, order creation and lifecycle management, fulfillment orchestration, and integrations with internal and external partners.

This hands-on leadership role owns initiatives from discovery to delivery and aligns technical decisions with business outcomes. You will work with Product, Engineering, and Operations to coordinate across services, data flows, and processes, designing