Our Opportunity:
Chewy is looking for a Director of Benefits to join our Total Rewards Team. Reporting to the Head of Total Rewards, the Director of Benefits is responsible for providing leadership and direction for the functional design and administration for Chewy's health and welfare, retirement, wellbeing, leave, accommodations, and time away plans and programs. The ideal candidate is a subject matter expert in benefits design, principles, and practices, and can collaborate across HR, Finance, and Legal and in partnership with business leaders to ensure plans are fit for purpose, competitive, compliant, and resonate with team members. This leader directly manages two people leaders and has remit for the larger health, welfare and retirement, as well as leave, time off, and accommodations benefits teams.
What you'll do:
- Creates forward looking strategy for all benefits plans and programs.
- Serves as subject matter expert and advisor to Senior Leadership on all benefits matters.
- Scales the administration of all benefits plans and programs to ensure efficient operations while keeping the team member's experience front and center.
- Regularly assesses benefits offerings to balance market competitiveness and spend.
- Closely monitors team member sentiment to ensure resonance and applicability of all plans and programs.
- Partners with external advisers and legal counsel to ensure that all benefits are compliant with all federal and local government regulations.
- Implement a communications strategy to ensure programs are understood and effectively utilized.
- Acts as a subject matter expert to the Investment Committee for retirement plans ensuring that adequate processes and controls are in place to meet the Company's fiduciary responsibility.
- Position may require travel.
What you'll need:
- Bachelor's degree preferably in HR or related discipline.
- Master's degree and/or benefits certification a plus.
- 20+ years of progressive experience in Benefits, with 10+ years in a leadership role, focused on Benefits plan design and administration, and 5+ years leading Benefits for a large organization.
- Demonstrated strong communication and influencing skills evidenced through experience partnering with senior level executives across HR, Finance, Legal, and the C-suite to implement new plans and/or changes to existing plans.
The base salary range for this role is $170,500 - $271,500.00.
- 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.
Chewy is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, gender, citizenship, marital status, religion, age, disability, gender identity, results of genetic testing, veteran status, as well as any other legally-protected characteristic. If you have a disability under the Americans with Disabilities Act or similar law, and you need an accommodation during the application process or to perform these job requirements, or if you need a religious accommodation, please contact [email protected].
To access Chewy's California CPRA Job Applicant Privacy Policy, please click here.
Skills Required
- Bachelor's degree preferably in HR or related discipline
- Master's degree and/or benefits certification
- 20+ years of progressive experience in Benefits
- 10+ years in a leadership role focused on Benefits plan design and administration
- 5+ years leading Benefits for a large organization
- Strong communication and influencing skills
What the Team is Saying
What We Do
Who We Are Chewy is where pet parents find everything they need for life with pets, from food to fun to pharmacy. We make pet care easier, more informed, and more joyful through fast, reliable delivery and award-winning 24/7 Customer Care, including access to pet health support when it’s needed. Founded in 2011, Chewy combines the convenience of online shopping with a high-touch, personalized experience built around the real moments of pet parenthood. Our Mission Chewy’s mission is to be the most trusted and convenient destination for pet parents and partners, everywhere. What We Do We support pet parents through the highs, lows, and everyday moments of the pet parenting journey with: • Pet food, treats, and daily essentials • Supplies for dogs, cats, fish, birds, reptiles, equine, and small pets • Pharmacy and veterinary services, including prescriptions and medications • Pet wellness and health products • Autoship for convenient recurring deliveries • Chewy+, our premium membership offering exclusive savings, faster delivery, and personalized pet care benefits • 24/7/365 customer support from knowledgeable, pet-loving experts What Makes Chewy Different Chewy is known for industry-leading service, deep personalization, and our customer-obsessed culture. We combine trust, convenience, and care, and pet parents come to us for: • Exceptional customer care • Human- and pet-centered product and experience design • Fast, dependable fulfillment across a nationwide operations network • A mission-driven culture built on empathy, trust, and passion for pets Our Culture Chewy’s culture is built for people who thrive on ownership, innovation, and impact. We value curiosity, creativity, and continuous improvement across all our teams. We empower Team Members—our Chewtopians—to learn, grow, and unleash their full potential in a collaborative, supportive, mission-driven environment. How We Work Chewy’s Operating Principles guide how we think, innovate, collaborate, and execute. These principles shape our character, decision-making, and approach to delivering results while connecting our people and culture in support of our mission. Where We Work Chewy headquarters: Plantation, FL, and Boston, MA Additional hubs: Bellevue, WA, and Minneapolis, MN
Why Work With Us
Why You Should Work at Chewy Chewy is a unique, fast-growing e-commerce and tech leader where builders, creators, and problem-solvers shape the future of pet care. Our teams drive innovation in a mission-driven culture that creates real impact for pets and the people who love them.
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