The salary range (or base pay) for this position is $112,000 - $123,500 however, base pay offered may vary depending on location, job-related knowledge, skills, and experience. Restricted stock units may be provided as part of the compensation package, in addition to a full range of medical, financial, and/or other benefits, dependent on the position offered.

This position is a hybrid in-office role that works out of our Headquarters in Boston, MA (this role is not a virtual / remote position). 4 days in office/ 1 day WFH

About the TeamThe Strategic Sourcing (Procurement) team drives cross-functional transformation through smarter purchasing, better technology, and a strong focus on business enablement. We sit at the intersection of the business, technology, and finance, ensuring every dollar spent delivers outsized impact. As our technology footprint continues to scale, we drive the strategy for creating a centralized, forward-looking approach to how we buy, govern, and optimize software.

About the RoleWe are seeking a strategic, analytically-minded, Software Strategy Lead to own and evolve Wayfair’s enterprise-wide software portfolio. This role is responsible for shaping the long-term technology roadmap in partnership with business and engineering leaders, while also providing commercial and financial discipline to how we invest in software. You will define and oversee governance processes, lead cloud negotiations, and work closely with Finance to ensure ROI from all software spend.

This is a strategic role charged with making sure Wayfair is making the right software investments, at the right time, for the right reasons.

What You’ll Own

• End-to-End Software Ownership: Oversee Wayfair’s entire software portfolio—commercial strategy, governance, financial discipline, and long-term planning—across all business units and functions.
• New Tech Roadmap & Strategy: Partner with business, tech, and product leaders to define and drive our strategy for emerging areas (ex. GenAI), identify use cases, and map short- and long-term implementation roadmaps.
• Cloud Strategy & Negotiations: Support cloud infrastructure commercial negotiations and partner with technical and business stakeholders to evaluate tradeoffs and shape long-term cloud purchasing strategies.
• Software Spend Management: Serve as the key partner to FP&A for forecasting and managing software spend. Build frameworks to evaluate ROI, align spend with business goals, and track impact.
• Governance & Decision-Making: Design and evolve software governance processes to ensure technology decisions are timely, strategic, and consistent with Wayfair’s broader priorities.
• Consolidation & Rationalization: Proactively identify opportunities for consolidation and simplification of software tools. Align roadmaps across stakeholders to realize value and reduce redundancy.
• Stakeholder Partnership: Act as a trusted advisor to Engineering, Product, Finance, Legal, and the Executive team on major software decisions and enterprise tech strategy.

What You’ll Need:

• 5+ years of experience in a strategy or operational role with a strong track record using data to identify insights, creating new processes, influencing, and driving results.
• Bachelor’s degree required and preferred in an analytical field, such as economics, math, statistics, supply chain management, analytics, or engineering. MBA is a plus.
• Strong leadership, communication, and interpersonal skills, with the ability to influence and collaborate effectively at all levels of the organization and across different teams.
• A strategic thinker who thrives in ambiguity and is excited by the opportunity to shape and define a new area.
• An analytical problem solver with strong financial acumen, a data-driven approach to decision-making, and the ability to identify trends within datasets to drive decision-making.
• Ability to use data to break down components of purchases and drive the right conversations around the decisions we need to make.
• Negotiation experience and/or an understanding of the Software/Cloud landscape is a plus but not required (we can teach you).
• A highly organized project manager who can juggle multiple priorities, drive cross-functional initiatives, and ensure flawless execution.
• A proactive self-starter who is comfortable working in a fast-paced, evolving environment.

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.