Wayfair is seeking a Software Strategy Lead to own and evolve its enterprise-wide software portfolio, shaping the long-term technology roadmap and ensuring commercial and financial discipline in software investments.
Requirements
- 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.
- Strong 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.
- 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.
Responsibilities
- Oversee Wayfair’s entire software portfolio—commercial strategy, governance, financial discipline, and long-term planning—across all business units and functions.
- 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.
- Support cloud infrastructure commercial negotiations and partner with technical and business stakeholders to evaluate tradeoffs and shape long-term cloud purchasing strategies.
- 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.
- Design and evolve software governance processes to ensure technology decisions are timely, strategic, and consistent with Wayfair’s broader priorities.
- Proactively identify opportunities for consolidation and simplification of software tools.
Other
- 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
- 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.
- 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.
