Our Opportunity:
Chewy is seeking an AI Learning & Development Manager to join our Culture & Development team within Human Resources. This individual contributor role will play a pivotal part in reimagining how Team Members learn, grow, and lead in an AI-enabled workplace. As AI transforms how work gets done, this individual will challenge traditional approaches to learning and development, introducing innovative, scalable solutions that build AI capabilities, prepare leaders to manage a workforce of humans and AI agents, and deliver personalized learning experiences aligned with evolving business needs.
The ideal candidate is a builder, disruptor, and forward-thinking innovator who combines deep learning and development expertise with a strong understanding of emerging AI technologies. Through experimentation, cross-functional partnerships, and a focus on measurable outcomes, this role will help shape the future of learning at Chewy and enable Team Members and leaders to successfully navigate an AI-driven environment. This position reports to the Associate Director, Learning & Development and can be based in any of our main corporate offices in Plantation, FL, Bellevue, WA or Boston, MA.
What You'll Do:
- Translate enterprise AI priorities into an actionable learning roadmap that builds foundational AI literacy, practical application skills, and confidence across Team Member populations
- Partner with business leaders, Technology, and HR to identify emerging skill needs, assess capability gaps, and establish AI proficiency frameworks aligned with business priorities, roles, and leadership levels
- Design scalable learning experiences that accelerate AI adoption and proficiency through hands-on experimentation, real-world applications, peer learning, and self-service resources; integrating ongoing AI skill development into new and existing learning solutions
- Reimagine leadership development to prepare leaders to manage teams where people and AI agents work together, including navigating AI-driven change, redesigning work, making informed decisions, and balancing automation with human judgment and accountability
- Build leaders' ability to delegate work to AI agents, evaluate AI-generated outputs, establish appropriate human oversight, and guide teams through adoption using immersive learning, simulations, and real-world applications
- Partner with functional leaders to identify critical skills and create personalized, role-based learning pathways that adapt to changing business priorities, roles, and emerging technologies
- Explore and pilot AI-powered learning assistants, coaching tools, and other development experiences that provide relevant guidance, feedback, and resources in the flow of work
- Use AI to accelerate content development, automate learning administration, and improve the accessibility, scalability, and effectiveness of learning; challenging traditional approaches and identifying opportunities to simplify or redesign how learning is developed and delivered
- Lead rapid experiments and pilots with Technology, Learning Technology, and other stakeholders; use Team Member feedback, adoption data, and business outcomes to assess effectiveness and inform decisions about implementation and scale
- Advise HR and business leaders on emerging AI learning opportunities, monitor relevant trends and practices, and establish responsible approaches that address governance and data privacy; measure proficiency, adoption, leadership readiness, productivity, and business impact to improve solutions and scale proven practices
What You'll Need:
- 8+ years of progressive experience in Learning & Development, Leadership Development, Talent Development, Organizational Development, Learning Technology, or related fields, with demonstrated experience designing innovative learning solutions
- Strong understanding of generative AI, AI agents, and emerging AI technologies, with experience applying AI to learning, capability building, workforce transformation, or related business solutions
- Proven experience building, designing, and implementing scalable learning and leadership development programs, with knowledge of adult learning, skills-based development, and modern learning experience design
- Demonstrated ability to challenge traditional approaches, identify emerging opportunities, experiment with new solutions, and translate complex concepts into practical, scalable programs
- Experience evaluating or implementing learning technologies, AI-enabled tools, adaptive learning platforms, or workflow-based learning solutions, with an understanding of responsible AI practices
- Strong ability to influence senior stakeholders, navigate ambiguity, lead complex cross-functional initiatives, and translate strategy into measurable outcomes without direct authority
- Exceptional communication, facilitation, and storytelling skills, with the ability to make emerging AI concepts accessible and actionable for diverse audiences
#LI-SS4
#LI-Hybrid
The base salary range for this role is $129,500 - $207,000.00.
- 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.
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
- 8+ years of progressive experience in Learning and Development, Leadership Development, Talent Development, Organizational Development, Learning Technology, or related fields
- Experience designing innovative learning solutions
- Strong understanding of generative AI, AI agents, and emerging AI technologies
- Experience applying AI to learning, capability building, workforce transformation, or related business solutions
- Experience building, designing, and implementing scalable learning and leadership development programs
- Knowledge of adult learning, skills-based development, and modern learning experience design
- Ability to challenge traditional approaches, identify emerging opportunities, experiment with new solutions, and translate complex concepts into practical scalable programs
- Experience evaluating or implementing learning technologies, AI-enabled tools, adaptive learning platforms, or workflow-based learning solutions
- Understanding of responsible AI practices
- Ability to influence senior stakeholders, navigate ambiguity, lead complex cross-functional initiatives, and translate strategy into measurable outcomes without direct authority
- Exceptional communication, facilitation, and storytelling skills
- Ability to make emerging AI concepts accessible and actionable for diverse audiences
What the Team is Saying
Chewy Compensation & Benefits Highlights
How does Chewy ensure its pay and bonus plans are competitive?
Chewy approaches compensation through a total rewards strategy that combines salary, bonuses, equity opportunities, healthcare benefits, employee discounts, and career growth opportunities. The company emphasizes supporting employees across ecommerce, healthcare, pharmacy, customer service, technology, and fulfillment operations while competing for talent in both retail and tech markets.
Competitive compensation and bonus opportunities: Chewy offers market-based compensation packages that may include salary, performance bonuses, commissions, and equity depending on role and level. Built In also notes benefits such as relocation assistance, employee discounts, and bonus opportunities across multiple teams and functions.
- Healthcare and wellness support: Benefits include medical, dental, vision, prescription coverage, HSA/FSA options, life insurance, disability coverage, telemedicine, mental health resources, and wellbeing programs. Chewy also offers wellness-focused resources designed to support employees physically, mentally, and financially.
- Retirement and financial wellbeing: Employees receive 401(k) plans with company matching along with financial wellness resources and broader support programs. Benefits are designed to support both short-term needs and long-term financial planning.
- Pet-focused and family-oriented benefits: Chewy offers pet insurance discounts, employee discounts on Chewy products, parental leave, fertility support, family-focused benefits, and caregiving resources. The company’s benefits package is closely aligned with its pet-focused identity and customer mission.
- Flexibility and workplace support: Corporate employees may have access to hybrid work arrangements, flexible scheduling, commuter benefits, PTO, paid holidays, and wellbeing initiatives. Employees also cite supportive managers and collaborative teams as important parts of the broader employee value proposition.
- Long-term career investment: Compensation is reinforced through career growth opportunities, mentorship, leadership development, cross-functional learning, and exposure to large-scale ecommerce, automation, healthcare, and logistics initiatives. Employees often describe growth opportunities as an important part of the overall company experience.
- External signals: Comparably reports that 70% of employee reviews are positive overall. Employees frequently highlight healthcare benefits, employee discounts, coworkers, and growth opportunities as strengths of the company experience. (Glassdoor; Comparably)
Chewy Insights
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. • Put Customers First • Act as an Owner • Deliver Results • Earn Trust • Debate Openly; Commit Fully • Operate in the Details • Shape the Future 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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Chewy Teams
Chewy Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
