Head of AI/ML Product, Catalog Enrichment and Sales Enablement Full-time

This role is located in our Boston office with a hybrid schedule (M/F remote, T/W/Th in-office).

Wayfair believes everyone deserves a home they love, and that furnishing your home should be a source of fun, not anxiety. The science team supporting catalog enrichment and customer sales plays a crucial role in making this vision a reality for millions of Wayfair customers by leveraging cutting-edge technology including the latest in generative and predictive AI (e.g., NLP, computer vision) to extract and enhance product information and enable the end-to-end customer shopping experience. Partnering with AI/ML research, engineering, data science, and executive business partners across Wayfair, our product team ensures that we build this science-powered technology in elegant, scalable, measurable ways. Your scope will include sophisticated conversational tools, image and text generation, foundation models, and more all delivering massive impact across the business. We are a highly collaborative, supportive team that values learning, psychological safety, and intentional career development.

As the leader of a product organization spanning multiple atomic teams, you will guide the creation of cutting-edge applications by setting the strategy and roadmap for some of our largest strategic initiatives and technology investments. These will solve critical problems including helping customers complete purchases, ensuring an accurate catalog of products, and identifying similar / substitutable sets of products. This cross-functional, high-visibility role is perfect for those who thrive on tackling challenges and insist on driving impact. Your guidance and mentorship will empower your direct reports to create and deliver ambitious roadmaps while pushing adjacent solutions forward. If you are interested in solving high-impact problems with AI / ML at the core of a highly-scaled e-commerce business alongside great colleagues, there is no better place to be.

What you’ll do:

• Own the product strategy and roadmap definition for 3+ science product teams to help visualize and guide the creation of technology solutions to achieve business objectives at scale
• Identify new opportunities for Science investment given the evolving nature of the ML/AI/Science field and accurate judgment on diminishing returns of science investment across teams
• Given multiple high-priority business objectives, drive multiple cross-functional initiatives through a blend of product thought management/ guidance, process engineering, relationship building & influence, team building & coaching, and direct intervention where appropriate
• Be a highly visible thought partner for executive leadership (Director+ level), acting as their primary “go-to” for major cross-functional initiatives
• Act as a manager-doer, coaching a team of product managers to develop their skills and grow while rolling up your sleeves to assist directly when necessary
• Guide problem scoping and discovery across multiple functional areas, drive requirements synthesis, and facilitate prioritization to discover how Wayfair should invest in capabilities that drive the highest impact business outcomes
• Identify, contextualize, and communicate evolving industry, technology, and product trends, particularly related to the evolving R&D for the technical space you own
• Act with a high degree of ownership, creating strong relationships with senior cross-functional partners (both technical and non-technical), establishing a shared vision for success, and delivering results that create meaningful business impact

What You Need:

• 10+ years of product management experience in an agile development environment or equivalent experience
• 5+ years of experience managing multiple teams and ideally supporting product managers through coaching, expectation setting, delegation, and direct intervention
• Experience working directly with or alongside AI / ML / Data Science products and applications to successfully drive products with significant business impact
• Highly developed organizational and reasoning skills with hypothesis-driven problem solving and the ability to turn data into actionable insights
• Demonstrated experience forming consensus out of ambiguity and complexity, influencing senior business and technology partners, and driving teams forward with sustainable urgency towards clear goals
• Bachelor’s Degree in Computer Science, Computer Engineering, or equivalent of education and experience

Why You’ll Love Wayfair:

• Time Off:
• Paid Holidays
• Paid Time Off (PTO)
• Health & Wellness:
• Full Health Benefits (Medical, Dental, Vision, HSA/FSA)
• Life Insurance
• Disability Protection (Short Term & Long Term Disability)
• Global Wellbeing: Gym/Fitness discounts (including US Peloton, Global ClassPass, and various regional gym memberships)
• Mental Health Support (Global Mental Health, Global Wayhealthy Recordings)
• Caregiver Services
• Financial Growth & Security:
• 401K Matching (Employee Matching Program)
• Tuition Reimbursement
• Financial Health Education (Knowledge of Financial Education – KOFE)
• Tax Advantaged Accounts
• Family Support:
• Family Planning Support
• Parental Leave
• Global Surrogacy & Adoption Policy
• Professional Development & Recognition:
• Rewards & Recognition
• Global Employee Anniversary Awards
• Paid Volunteer Work
• Unique Perks:
• Employee Discount
• U.S. Bluebikes Membership
• Global Pod Outings
• Work/Life Balance:
• Emphasizing a supportive & flexible work environment that encourages a balance between personal and professional commitments

About Wayfair Inc.

Wayfair is one of the world’s largest online destinations for the home. Whether you work in our global headquarters in Boston or Berlin, or in our warehouses or offices throughout the world, we’re reinventing the way people shop for their homes. Through our commitment to industry-leading technology and creative problem-solving, we are confident that Wayfair will be home to the most rewarding work of your career. If you’re looking for rapid growth, constant learning, and dynamic challenges, then you’ll find that amazing career opportunities are knocking.

No matter who you are, Wayfair is a place you can call home. We’re a community of innovators, risk-takers, and trailblazers who celebrate our differences, and know that our unique perspectives make us stronger, smarter, and well-positioned for success. We value and rely on the collective voices of our employees, customers, community, and suppliers to help guide us as we build a better Wayfair – and world – for all. Every voice, every perspective matters. That’s why we’re proud to be an equal opportunity employer. We do not discriminate on the basis of race, color, ethnicity, ancestry, religion, sex, national origin, sexual orientation, age, citizenship status, marital status, disability, gender identity, gender expression, veteran status, genetic information, or any other legally protected characteristic.

Your personal data is processed in accordance with our Candidate Privacy Notice (https://www.wayfair.com/careers/privacy). If you have any questions or wish to exercise your rights under applicable privacy and data protection laws, please contact us at dataprotectionofficer@wayfair.com.