Staff Product Designer - Retail Experience

Chewy•Boston, MA
•$166,000 - $265,000

About The Position

Chewy is seeking a Staff Product Designer – Retail Experience to shape the future of its core e-commerce experiences, particularly Autoship and personalization. The role defines and evolves the end-to-end experience for Autoship, helping pet parents discover its value, enroll confidently, and manage ongoing needs. It connects experiences across the path to purchase, from discovery and product consideration through cart, checkout, enrollment, and ongoing management. This senior individual contributor will address complex, ambiguous problems spanning teams and systems, balancing customer needs, business goals, technical constraints, and operational realities. The designer will serve as a strategic partner to Product, Technology, Research, Analytics, and business leaders; establish experience direction; guide teams toward cohesive solutions; and influence product priorities and roadmaps. The role also contributes to other high-impact Storefront Retail initiatives as priorities evolve. The position calls for exceptional design craft, strategic thinking, systems thinking, and the ability to evaluate experiences through research, experimentation, customer feedback, and business metrics. It also includes coaching and mentoring designers and developing reusable frameworks and practices that support consistent, effective work.

Requirements

  • 7+ years of experience in product design, UX design, interaction design, information architecture, or a related discipline.
  • 4+ years of experience leading large-scale design initiatives and mentoring designers.
  • A strong portfolio demonstrating exceptional design craft, complex problem-solving, and meaningful customer and business outcomes.
  • Demonstrated experience designing interconnected digital experiences across multiple customer journeys, products, or platforms.
  • Mastery of interaction design, information architecture, visual/UI design, and prototyping.
  • Ability to translate ambiguous business and customer challenges into clear experience strategies, actionable design direction, and high-quality solutions.
  • Experience influencing product direction and aligning cross-functional stakeholders without direct authority.
  • Strong systems thinking and ability to create scalable experience frameworks, patterns, and standards across teams.
  • Exceptional communication, presentation, and storytelling skills, including explaining complex design decisions and tradeoffs to senior leaders.
  • Experience coaching and mentoring designers to improve design quality, strategic thinking, and independent decision-making.
  • Bachelor’s degree in Design, HCI, or a related field, or equivalent professional experience.
  • Ability to travel as needed and work from one of Chewy’s local offices.

Nice To Haves

  • Experience designing subscription, recurring purchase, loyalty, or retention-focused experiences at scale.
  • Experience with complex e-commerce customer journeys, including browse, search, product detail, cart, checkout, and post-purchase management.
  • Understanding of personalization and recommendation experiences and their influence on customer discovery, conversion, and engagement.
  • Experience using research, experimentation, and analytics to shape product strategy and measure customer and business impact.
  • Familiarity with evolving design systems, reusable experience patterns, and cross-team design governance.
  • Experience applying modern design tools and AI-enabled workflows to improve design quality, learning, and team effectiveness.

Responsibilities

  • Define and evolve a cohesive design strategy for the end-to-end Autoship experience, translating customer insights and business priorities into a 12–18 month experience direction.
  • Lead design thinking across the path to purchase, from discovery and product consideration through cart, checkout, enrollment, and ongoing Autoship management.
  • Ensure personalization experiences feel intuitive and connected.
  • Identify and frame high-impact opportunities, challenge assumptions, and bring clarity to problems without obvious solutions.
  • Balance customer needs, business goals, technical constraints, and operational realities in design decisions.
  • Partner with Product, Technology, Research, Analytics, and senior business leaders to shape Autoship's future value proposition, identify innovation opportunities, and influence priorities and roadmaps.
  • Create intuitive, high-quality experiences and establish scalable principles, patterns, and standards for consistent execution across Autoship and personalization.
  • Use research, experimentation, customer feedback, and business metrics to evaluate experiences and guide improvements to engagement, conversion, retention, and customer loyalty.
  • Coach and mentor designers across Storefront Retail in problem framing, strategic thinking, design craft, and decision-making.
  • Build reusable frameworks and practices that help teams work more independently and effectively.

Benefits

  • 401k
  • New hire and annual equity grant
  • Potential eligibility for annual bonus for C08+ positions
  • Medical/Rx, vision, dental, life, disability, hospital indemnity, critical illness, and accident insurance
  • Parental leave
  • Family services benefits
  • Backup dependent care
  • Flexible spending accounts
  • Telemedicine
  • Pet adoption reimbursement
  • Employee assistance program
  • Discounts, including 10% off pet insurance and 20% off at Chewy.com
  • Unlimited PTO for exempt salary team members, subject to manager approval
  • Six paid holidays per year
  • Potential paid sick and family leave in compliance with applicable state and local regulations
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