Wayfair Jobs in Massachusetts

Senior Product Manager, Agentic AI

Company: Wayfair LLC
Location: Boston, MA

An Important Note about Wayfair's In-Office Policy and Salary:
Please note that this is a hybrid role based in Boston, and will require you to work in the office on Tuesdays, Wednesdays, and Thursdays.

The salary range for this position is $161,000 - $172,500 per year. The base salary offered may vary depending on location, job-related knowledge, skills, and experience. Restricted stock units will be provided as part of the compensation package.

Who We Are
Wayfair believes everyone should live in a home they love. Through technology and innovation, Wayfair makes it possible for shoppers to quickly and easily find exactly what they want from a selection of more than 15 million items across home furnishings, decor, home improvement, housewares, and more. Suppliers are crucial partners in enabling Wayfair's mission. The Global Supplier Technology team builds end to end solutions for our Suppliers and Sales teams as well as the underlying foundational data platform & Machine Learning capabilities.

One of Wayfair's 5 pillars for success, and a key strategic differentiator w.r.t competitors, is our tight partnership with Suppliers, Advertisers & Business customers. We believe Agentic solutions can take this partnership, and therefore our business, to the next level. We are looking for a Senior PM who is both a visionary and a master executor to drive 0 to 1 Agentic products to uplevel our relationship with Suppliers, Advertisers & Business Customers. This leader will have a massive impact touching nearly all aspects of operating our massive eCommerce business. Success will take the form of driving core metrics that drive both Wayfair's top line and bottom line including but not limited to making Wayfair more price competitive, improving our speed, reducing return & incident rates, growing our high-margin Ads business and building loyalty with our most valuable Business customers.

As a PM leader for this space, you will define the long term vision and opportunity for this role as well as the multi cycle roadmap and are responsible for bringing this product to life as well as scaling it. You will drive this product through the three phases of growth: Foundational Automation, Proactive Intelligence, Autonomous Orchestration. You will partner closely with engineering, science and commercial teams to bring your product vision to life.

What You'll Do

• Own the product vision & roadmap for the Sales Agentic Ecosystem across our sales and account management teams focused on Suppliers, Advertisers & Business Customers; sequence work to deliver near-term value while building toward the long term vision of autonomous orchestration.
• Own roadmap planning and manage execution with dedicated Engineering, Machine Learning Science, Experience Design, and Data Science teams.
• Own key build vs. buy decisions and drive leadership alignments.
• Evolve our strategy as we learn and adjust our business goals, and work cross-functionally to continually improve velocity of insights and experimentation.
• Define product requirements in collaboration with cross-functional teams across departments, including Advertising, Supplier Technology, B2B, Pricing, Supplier CRM and other teams.
• Partner with the engineering team to drive timely and smooth execution through sprint rituals like grooming, planning and retrospective.
• Influence the evolution of Wayfair's strategy for agentic workflows.

We Are A Match Because You Have

• Bachelor's Degree with strong academic record (strong preference for technical/ engineering backgrounds)
• 5+ years of product management experience, including recently demonstrated AI-enabled impact.
• Deep familiarity with LLMs (e.g., GPT, Claude, Mistral), prompt engineering, embeddings, and GenAI workflows is essential. This position demands someone who is truly immersed in AI, actively engaging with and leveraging these tools to drive innovation.
• Experience with AI evaluation, hallucination mitigation, or RAG pipelines
• Translate complex AI concepts (e.g., embeddings, prompting strategies, vector search, eval frameworks) into usable, testable product features
• Strong technical background with a passion for breaking down challenging problems
• Excellent analytical skills with demonstrated experience turning data into actionable insights
• Excellent communication and stakeholder management skills at the senior leadership level, as well as with cross-functional teams, especially ability to partner with engineering teams and explain technical terminology to non-technical audiences
• Deep understanding of business strategy and metrics
• Positive, people-oriented, and energetic attitude

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

We are looking forward to your application!

Assistance for Individuals with Disabilities
Wayfair is fully committed to providing equal opportunities for all individuals, including individuals with disabilities. As part of this commitment, Wayfair will make reasonable accommodations to the known physical or mental limitations of qualified individuals with disabilities, unless doing so would impose an undue hardship on business operations. If you require a reasonable accommodation to participate in the job application or interview process, please let us know by completing our Accommodations for Applicants form.

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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 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.