Staff Product Designer - Retail Experience

Chewy•Boston, MA

About The Position

Chewy is seeking a Staff Product Designer to shape its core e-commerce experiences, particularly Autoship and personalization. The role defines and evolves the end-to-end Autoship experience, helping pet parents discover its value, enroll with confidence, and manage their ongoing needs. The designer connects Autoship and personalization across the path to purchase, from discovery and consideration through cart, checkout, enrollment, and ongoing management. As a senior individual contributor, this person will address complex, ambiguous problems spanning teams and systems, balancing near-term improvements with a longer-term experience vision. They will partner strategically with Product, Technology, Research, Analytics, and business leaders; establish experience direction; guide teams toward cohesive solutions; and mentor designers. The role may also support other high-impact Storefront Retail initiatives as business priorities evolve. The position requires strong design craft, systems thinking, strategic influence, and the ability to use customer research, experimentation, feedback, and business metrics to improve customer and business outcomes. The role may require travel as needed and work from one of Chewy’s local offices.

Requirements

At least 7 years of experience in product design, UX design, interaction design, information architecture, or a related discipline.
At least 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.
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 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 across the path to purchase, including discovery, product consideration, cart, checkout, enrollment, and ongoing Autoship management.
Connect personalization experiences into an intuitive customer journey.
Identify and frame high-impact opportunities, challenge assumptions, and clarify complex 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 value proposition, identify innovation opportunities, and influence priorities and roadmaps.
Create 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 improve engagement, conversion, retention, and customer loyalty.
Coach and mentor Storefront Retail designers in problem framing, strategic thinking, design craft, and decision-making.
Build reusable frameworks and practices that help teams work more independently and effectively.
Contribute to other high-impact Storefront Retail initiatives as business priorities evolve.

Benefits

401(k)
New-hire and annual equity grants
Potential 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 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 accordance with applicable state and local regulations