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Chewy

AI Learning & Development Manager

🇺🇸 Hybrid - Bellevue, Washington 🕑 Full-Time 💰 $130K - $207K 💻 Learning & Development 🗓️ November 12th, 2026

Edtech.com's Summary

Chewy is hiring an AI Learning & Development Manager to lead the transformation of learning and leadership development in an AI-enabled workplace. This role involves designing scalable AI literacy programs, collaborating with cross-functional teams to address skill gaps, and implementing innovative solutions to help leaders manage human and AI teams effectively while driving measurable business outcomes.

Highlights
  • Develop AI literacy and practical AI application skills across the workforce aligned with enterprise priorities.
  • Collaborate with business leaders, Technology, and HR to assess capability gaps and establish AI proficiency frameworks.
  • Design scalable, hands-on learning experiences incorporating peer learning, simulations, and AI-powered tools.
  • Reimagine leadership development to prepare leaders for managing teams with AI agents and navigating AI-driven changes.
  • Explore and pilot AI-powered learning assistants and coaching tools that provide real-time guidance and feedback.
  • Leverage AI for content development, learning administration automation, and improving learning accessibility and effectiveness.
  • Lead rapid experiments and use data-driven approaches to evaluate learning effectiveness and scalability.
  • Ensure responsible AI learning practices addressing governance and data privacy.
  • Require 8+ years in Learning & Development with strong expertise in AI technologies and scalable program design.
  • Base salary range from $129,500 to $207,000, with 401k, equity grants, bonus eligibility, and comprehensive benefits.

AI Learning & Development Manager Full Description

AI Learning & Development Manager

  • Bellevue, WA
  • Boston, MA
  • Minneapolis, MN
  • Plantation, FL
Human Resources
Full time
R31460

Job Description:

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].

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