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Manager, Software Strategy & Operations

Wayfair

$112,000 - $123,500
Aug 14, 2025
Boston, MA, US
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Wayfair is seeking a strategic, analytically-minded, Software Strategy Lead to own and evolve Wayfair’s enterprise-wide software portfolio, ensuring every dollar spent delivers outsized impact.

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 (we can teach you).
  • Highly organized project manager who can juggle multiple priorities, drive cross-functional initiatives, and ensure flawless execution.

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.

Other

  • 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 proactive self-starter who is comfortable working in a fast-paced, evolving environment.