Senior Manager of Strategy

As the Senior Manager of Strategy, you will play a pivotal role in shaping and operationalizing Stitch Fix’s company vision and strategy, helping ensure we deliver on our corporate goals. Reporting to the Director of Corporate Strategy, you will lead strategic planning and business review processes, deploy go-to-market strategies, and drive high-priority initiatives from planning through execution. You’ll partner closely with leaders and stakeholders across Tech, Marketing, Merchandising, Finance, Operations, and Client Services to translate corporate priorities into clear, measurable actions and meaningful business outcomes.

• Lead corporate strategy planning, including developing the strategic narrative and roadmap, setting and managing OKRs, and aligning teams around Stitch Fix’s highest-priority corporate objectives.
• Own the Monthly Business Review (MBR) process, establishing clear measures of progress, surfacing risks and opportunities, and driving accountability against company goals.
• Deploy go-to-market strategies and other high-priority strategic initiatives from inception through execution, establishing clear ownership, deliverables, success measures, and decision points.
• Partner cross-functionally with senior leaders and teams across the business to solve complex problems, translate data and qualitative insights into actionable recommendations, and ensure strategic priorities are embedded in day-to-day execution.
• Develop scalable tools, processes, competitive insights, and ways of working that improve strategic execution, strengthen connection to company priorities, and help teams operate more effectively.
• Operate independently with single-threaded ownership, taking full accountability for driving priorities from strategy through execution and delivering measurable results

• Use AI tools, such as ChatGPT, Copilot, and other emerging technologies, to accelerate research, synthesize information, structure complex problems, and improve the efficiency and quality of strategic work.
• Work with the core planning, analytics, goal-setting, and business review tools and systems needed to track initiatives, measure results, and communicate progress.
• Continuously learn and apply new technologies and AI-enabled ways of working to improve decision-making, collaboration, and business outcomes.

This is what you’ll need to succeed in this role from day 1.

• 5–7+ years of experience in corporate strategy, strategy consulting, strategy planning, operations, or a related function within a complex, matrixed organization.
• Demonstrated experience leading OKRs, goal-setting processes, and business reviews, with a track record of aligning teams to corporate objectives and driving accountability.
• Strong experience deploying go-to-market strategies and managing strategic initiatives from planning through execution.
• Expertise in building cross-functional partnerships, influencing without authority, and aligning diverse stakeholders around shared goals.
• Strong structured problem-solving skills, with the ability to move between high-level corporate strategy and tactical execution and translate complex data and qualitative insights into clear recommendations.
• Exceptional written and verbal communication skills, including the ability to distill the “so what” and tailor messages for senior leaders and other audiences.
• Ability to thrive in ambiguity and change, balancing near-term responsiveness with long-term strategic priorities.
• Familiarity with AI-enabled tools and a willingness to use and learn technologies such as ChatGPT, Copilot, or similar systems to improve the quality and efficiency of strategic work.
• This position may require the ability to sit for extended periods of time, use a computer or other office equipment, and communicate effectively (verbal and written).

• Experience conducting competitive intelligence and translating industry trends, innovations, and best practices into strategic recommendations.
• Experience developing scalable tools, processes, or operating mechanisms that help teams execute strategic initiatives more effectively.
• Exposure to strategy work spanning multiple functions such as Technology, Marketing, Merchandising, Finance, Operations, or Client Services.
• Experience working directly with senior executives on enterprise-level priorities and high-impact initiatives.

• We are a group of bright, kind people who are motivated by challenge. We value integrity, innovation and trust. You’ll bring these characteristics to life in everything you do at Stitch Fix.
• We cultivate a community of diverse perspectives— all voices are heard and valued.
• We are an innovative company and leverage our strengths in fashion and tech to disrupt the future of retail. 
• We win as a team, commit to our work, and celebrate grit together because we value strong relationships.
• We boldly create the future while keeping equity and sustainability at the center of all that we do. 
• We are the owners of our work and are energized by solving problems through a growth mindset lens. We think broadly and creatively through every situation to create meaningful impact.
• We offer comprehensive compensation packages and inclusive health and wellness benefits.