Associate Director, Site Merchandising Operations

Chewy Chewy · Retail · Boston, MA +1

This role leads the operational excellence function for the Site Experience team, focusing on programming content across Chewy.com and the app. It involves scaling a team, enabling new processes, tooling, testing, and emerging technology. The role aims to drive process rigor, quality standards, and operational efficiency, shaping how Chewy delivers scalable, dynamic content. It will evolve automation and personalization strategies by ensuring operational frameworks and tooling are in place for tailored experiences. The Associate Director will serve as the liaison to Chewy's enterprise-wide AI roadmap, driving awareness and adoption of AI-powered solutions for content quality, operational streamlining, and personalization enhancement. Key responsibilities include leading a team, designing workflows, driving operational readiness, owning tooling enhancement requests, defining KPIs, and representing the team in cross-functional roadmap planning.

What you'd actually do

  1. Lead and develop a team of Site Experience Operations Managers who program, schedule, QA, and deploy targeted and personalized content across Chewy’s digital storefronts.
  2. Design and optimize workflows that enable delivery of segmented content segments to ensure the right message reaches the right customer at the right time.
  3. Drive operational readiness and content QA for segmented content experiences, collaborating closely with personalization, audience strategy, and tooling teams.
  4. Own the intake, prioritization, and delivery of tooling enhancement requests, with a focus on automating manual tasks and improving content scheduling and QA capabilities, particularly for dynamic and rules-based content.
  5. Serve as the Site Experience team’s liaison to Chewy’s enterprise-wide AI roadmap, driving awareness and adoption of AI-powered solutions that elevate content quality, streamline operations, and enhance personalization capabilities.

Skills

Required

  • Bachelor’s degree in business, marketing, operations, or a related field.
  • 6+ years of experience in program management, or site operations; experience managing direct reports within a matrixed organization strongly preferred.
  • Demonstrated experience with site content operations or personalization frameworks in an e-commerce setting.
  • Strong cross-functional verbal and written communication skills and experience influencing product/tooling roadmaps, especially for content and personalization platforms.
  • Proven ability to build scalable operational workflows that support dynamic content execution and QA.
  • Fluency in content operations tooling, with an understanding of how emerging technologies—such as AI and automation—can streamline repetitive workflows and improve execution accuracy.
  • Comfort operating in ambiguity, with a knack for creating structure and clarity within complex digital environments.

Nice to have

  • Experience with personalization platforms or CMS systems supporting dynamic content (e.g., Adobe Target, Dynamic Yield).
  • Familiarity with segmentation, targeting logic, and testing strategies.
  • Experience with project management and data visualization tools (e.g., Jira, Asana, Tableau).
  • Experience documenting business requirements to Product and Engineering teams.
  • Exposure to AI-enabled tools for content QA, campaign scheduling, or operational automation (e.g., content intelligence, predictive QA, or task bots).

What the JD emphasized

  • AI roadmap
  • AI-powered solutions
  • AI and automation