Chewy

Associate Director, Site Experience

Chewy$149K — $245K *
Consumer Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in e-commerce merchandising, site experience, or product marketing, with at least 3+ years in a leadership role.
  • Proven track record of driving site strategy and execution in complex, high-growth businesses, ideally in healthcare.
  • Experience leading teams of 3-5+ direct reports, focused on hiring, coaching, and performance management.
  • Deep understanding of Customer Experience Excellence, CX Data, Site Merchandising Strategy, and Cross-Functional Partnership.
  • Strength in Data Analysis, A/B Testing, and Business Acumen to influence senior partners.
  • Track record of using data to advocate for customer-first decisions and drive change.
  • Exceptional relationship-building and communication skills, with comfort presenting to executive leadership.

Responsibilities

  • Own the end-to-end customer journey for Pharmacy (Rx), ensuring it is customer-first and data-driven.
  • Act as the primary advocate for customer needs, ensuring site enhancements align with their preferences and feedback.
  • Develop and execute 2+ year merchandising strategies to boost engagement and conversion.
  • Translate customer insights into prioritized roadmaps that balance innovation and operational execution.
  • Deliver site campaign strategies addressing customer problems through targeted messaging and creative execution.
  • Oversee complex, cross-functional programs, ensuring timely delivery and customer alignment.
  • Lead a team of merchandising professionals, providing coaching and growth tailored to individual strengths.

Benefits

  • Medical, vision, and dental insurance options
  • 401k plan with company match
  • Unlimited PTO for exempt salary team members, subject to approval
  • Flexible spending accounts
  • Telemedicine services
  • Employee assistance program and various discounts including on pet insurance
  • Parental leave and back-up dependent care options
Full Job Description
Job Description:

Our Opportunity:

Chewy is seeking an Associate Director, Healthcare Merchandising to lead the merchandising vision, strategy, and execution for one of our most critical areas: Pharmacy (Rx).

In this highly visible leadership role, you will report directly to the Head of Site Experience and lead a team of direct reports to champion the end-to-end customer journey for millions of pet parents. Acting as the voice of the customer, you will ensure that every initiative, decision, and creative execution puts the Chewy customer at the center. You will thrive in a highly collaborative environment, aligning diverse customers to a shared vision. By combining customer insights, business objectives, and creative excellence, you will shape the future of how Chewy integrates Pharmacy (Rx) into the broader shopping and healthcare ecosystem.

You'll leverage data to advocate for meaningful change and set a high bar for creative execution standards, ensuring every touchpoint reflects Chewy's commitment to innovation, trust, and best-in-class customer experience. Does this sound like you? If so, we would love to hear from you! Come run with the Pack!

What You'll Do
  • Own the customer journey for Pharmacy (Rx) ensuring experiences are customer-first, data-driven, and strategically aligned to enterprise goals.
  • Act as the primary advocate for the Chewy customer, ensuring site enhancements reflect customer needs, preferences, and feedback.
  • Be the customer's proxy and the keeper of the Pharmacy (Rx) onsite homepage, deals, navigation, product landing page and browse customer experience.
  • Develop and execute 2+ year site content and merchandising strategies that boost awareness, engagement, and conversion.
  • Translate customer insights and market trends into prioritized roadmaps and opportunities that balance innovation with operational execution.
  • Educate customers on Site Experience strategies and prioritization that maintains focus on what we should and shouldn't do based on customer insights and delivering an optimal customer experience.
  • Deliver onsite campaign strategies for time-bound and evergreen customer-facing messages that effectively address customer problems, align with objectives, and target key audiences with optimized messaging, creative and onsite flow.
  • Be a strategic thought partner for new business objectives, delivering clear and thoughtful site plans.
  • Partner with Category, Product, Marketing, Tech, and CRM to deliver unified, personalized site experiences across Pharmacy (Rx) offerings.
  • Champion CX & Creative Excellence, partnering with Healthcare Marketing and Creative services for onsite specific creative direction, strategy, and consistency.
  • Set a high bar for site accuracy, consistency, and creative execution standards, ensuring content and experiences meet the highest quality benchmarks.
  • Proactively identify patterns, gaps, and friction points, using data to influence customers and advocate for high-impact improvements that serve the customer's best interest.
  • Manage prioritization and trade-offs across multiple high-impact initiatives in collaboration with cross-functional partners, while also fostering relationships with Senior level leaders.
  • Oversee complex, cross-functional programs from concept to launch, ensuring customer alignment and timely delivery.
  • Ensure Pharmacy (Rx) pages, as the foundation of the site are clean, consistent, and purposeful so that personalization and campaigns layer on seamlessly, delivering the unmistakable 'Chewiness' our customers love. • Lead communication to Senior Stakeholders (including CEO, President- Healthcare, President- Retail) and Senior Leaders on progress against strategic initiatives, pillars and opportunities in Monthly Business Reiviews and SLT updates.
  • Partner with the Site Analytics team, ensuring Pharmacy (Rx) full funnel, campaign and ad-hoc reporting that results in fast, data-driven decisions and impactful narratives. Utilize AI powered tools to complete analysis and build stories that accurately and quickly contextualize and visualize insights
  • Directly lead a team of merchandising professionals, providing coaching, feedback, and growth opportunities tailored to individual strengths and career goals.
  • Foster a collaborative, inclusive culture with a focus on continuous improvement, operational rigor, and shared success.
  • Ensure the team is equipped with the resources, processes, and support needed to deliver transformational initiatives at scale.


What You'll Need
  • 8+ years in e-commerce merchandising, site experience, or product marketing, with at least 3+ years in a leadership role managing cross-functional teams and enterprise-level initiatives.
  • Proven track record of driving site strategy and execution in complex, high-growth businesses - ideally in healthcare, content, or services.
  • Experience leading teams of 3-5+ direct reports, including hiring, coaching, and performance management.
  • Deep understanding of Customer Experience Excellence, CX Data & Insights, Site Merchandising Strategy & Planning, Program & Initiative Delivery, and Cross-Functional Partnership at a strategic leadership level.
  • Strength in Data Analysis & Storytelling, A/B Testing & Experimentation, and Business Acumen to influence senior partners.
  • Track record of using data as a persuasive tool to advocate for change and drive customer-first decisions.
  • High judgment for customer facing creative execution , ensuring customer-facing experiences inspire trust, delight, and conversion.
  • Exceptional relationship-building and communication abilities, including comfort presenting to executive leadership.


The base salary range for this role is $149,000 - $245,000.00.
  • The specific salary offered to a candidate may be influenced by a variety of factors including but not limited to the candidate's relevant experience, education, and work location. In addition, this position is eligible for 401k and a new hire and annual equity grant. C08+ positions may also be eligible for annual bonus.


We offer different types of insurance and benefits, such as medical/Rx, vision, dental, life, disability, hospital indemnity, critical illness, and accident. We offer parental leave, family services benefits, backup dependent care, flexible spending accounts, telemedicine, pet adoption reimbursement, employee assistance program, and many discounts including 10% off pet insurance and 20% off at Chewy.com.

Exempt salary team members have unlimited PTO, subject to manager approval. Team members will receive six paid holidays per year. Team members may be eligible for paid sick and family leave in compliance with applicable state and local regulations.

About Chewy

At Chewy, we view pets (and pet parents) as family and are obsessed with meeting their needs and exceeding customer expectations through every interaction. Customers love shopping our wide selection of products including more than 65,000 items (including our Private brands and Healthcare products), which we offer at competitive prices and fast 1-2 day shipping. Chewy’s commitment to customer service is the core of our brand, and our customers love us for it. We “WOW” pet parents through 24/7 assistance, advice and encouragement every day of the year. We make pet parenting easy with our convenient Autoship subscription program—which allows our customers to schedule their orders, so they never run out of their pet food, supplies and medication they need. Chewy is an experience company built on the back of product and technology. Innovation drives our operations and our team is constantly striving to find new and better ways to improve. From an easy-to-navigate website and highly-rated mobile apps, to detailed order tracking and personalized “Pet Profile” features, we are transforming the way pet parents shop.

Chewy Careers

Join the vibrant team at Chewy, where we offer exceptional job opportunities to advance your career in the dynamic world of e-commerce. As a leading company in the pet industry, Chewy is dedicated to making pet care easier and more enjoyable for pet parents everywhere. Work You’ll Do At Chewy, we are constantly on the lookout for passionate, driven professionals to join our diverse team. Whether you're seeking a position in IT, customer service, marketing, or logistics, Chewy provides a platform for professional growth and innovation in every career path. Our commitment to leadership and diversity training ensures that every team member is equipped with the skills to lead and innovate. By joining Chewy, you will work alongside a team of dedicated professionals who are always pushing the boundaries of what's possible in e-commerce and customer service. Internship and Employment Opportunities Chewy offers a variety of internship and employment opportunities that cater to a wide range of skills and interests. Our internships provide invaluable hands-on experience, helping you to enhance your resume and prepare for a full-time position within our company. Chewy is not just about hiring employees; it's about nurturing future leaders. Benefits and Culture At Chewy, we believe that the well-being of our team is paramount. We offer a comprehensive benefits package that supports the health, financial security, and work-life balance of our employees. Our culture is centered on open communication, respect, and a shared passion for our mission. We celebrate diversity and are committed to creating an inclusive environment for all team members. Innovation and Growth Chewy is at the forefront of innovation in the pet industry. We are constantly exploring new technologies and strategies to enhance our services and expand our market reach. This focus on innovation drives our company's growth and offers our team members numerous opportunities to get involved in exciting projects and advance their careers. Networking and Professional Development We encourage our employees to engage in networking and professional development activities that can enhance their career prospects. Chewy supports various initiatives, including workshops, seminars, and training sessions, to help our team members grow their professional network and develop new skills. Join Our Team Explore the job opportunities at Chewy by searching open positions that match your skills and interests. We are looking for curious, creative, and solution-driven team players who are ready to take their career to the next level. Stay Connected Keep up to date with career tips, insider perspectives, and industry-leading insights you can put to use today—all from the people who work here at Chewy. Job Alert Emails Personalize your subscription to receive job alerts, latest news, and insider tips tailored to your preferences. Discover the exciting and rewarding career opportunities that await you at Chewy. Chewy is more than a company; it's a community where you can grow your career and make a difference. Join us in our mission to be the most trusted and convenient online destination for pet parents (and partners) everywhere.
Learn more about Chewy
Size
21,300 employees
Market Cap
$15.9 billion
Industry
Net Income
-$174.4 million
Founded
2011
5 Year Trend
+136.6%
Revenue
$6.4 billion
NASDAQ

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