Manager - Strategy (Madewell)

Our Story

We make modern classics with character. We believe in true timelessness, the integrity of well-made clothes, and since our inception, great quality at a great price. That’s in our DNA.

But, we know it’s not only about the clothes—it’s about the feeling it gives the people who wear them, whether they’re confidently giving a presentation in a well-tailored suit; basking in long salty beach days in vibrant, colorful sun-soaked swimsuits, or joyfully re-discovering their favorite Rollneck sweater in their closet again and again, season after season.

And ultimately, it’s about helping our customers be the best, most authentic versions of themselves.

And that’s what we’re after, to inspire people’s lives and style.

Our dedication to Diversity, Equity, Belonging & Sustainability has been celebrated with industry recognition, reflecting our commitment to fostering an inclusive and sustainable workplace.

About Us:

Madewell is a premium denim brand rooted in quality, fit, and style. We’re known for making great jeans—and so much more—designed to inspire confidence and built to last. At the heart of our brand is a commitment to creating meaningful, lasting connections with our community through thoughtfully designed products and authentic storytelling. We’re looking for an experienced Strategy Manager to join our team.

What You’ll Do:

As Strategy Manager at Madewell, you will play a critical role in shaping the brand’s future. Partnering closely with senior leadership and cross-functional partners, you’ll help develop and drive initiatives that unlock growth, enhance competitiveness, and strengthen our positioning in the market. You’ll lead strategic analyses, size new opportunities, and deliver insights that inform key decisions across the business.

Key areas of focus may include customer acquisition and retention strategies, new business models, market and category expansion, and re-entry into international markets. This is a highly visible role, ideal for a sharp, analytical thinker who thrives in a collaborative, fast-moving environment and is passionate about brand-led growth.

Key responsibilities include:

• Strategic Planning & Analysis: Lead and execute critical strategic initiatives, providing actionable insights to support business decisions and long-term planning. Conduct market, competitor, and customer research, and develop data-driven strategies that align with company goals.
• Business Development: Identify and size whitespace opportunities to expand Madewell’s total addressable market, and build clear, data-backed business cases in partnership with Finance.
• Data & Insights: Dive deep into both quantitative and qualitative data, identifying trends and key drivers of business performance. Translate complex data into clear, compelling insights for senior leadership.
• Cross-Functional Collaboration: Partner with teams across the organization—including merchandising, planning, marketing, and finance — to ensure alignment on strategic objectives and deliverables. Contribute to strategic brainstorms and the development of cross-functional initiatives, aligning to overarching brand strategy.
• Executive Insights & Communication: Prepare and present strategic updates, recommendations, and performance analysis to senior executives and board members. Create clear, visually compelling presentations that convey valuable insights and recommendations.
• Competitive Intelligence: Monitor industry trends, competitive positioning, and apparel market shifts. Conduct thorough competitive analyses and provide strategic recommendations that align with brand strategy.
• Quarterly Business Review: Define and track key performance indicators (KPIs) to measure impact of brand strategies and ensure tracking to plan. Facilitate business reviews with senior leadership and define clear action plans based on performance.
• Leadership Support: Provide strategic thought partnership to the leadership team, helping them make informed decisions in an evolving market landscape. Ensure the execution of business strategies while fostering a culture of collaboration and alignment across functions.
  
  

Who You Are:

• Critical Thinker & Problem Solver: You approach challenges from a multi-dimensional perspective, quickly synthesizing complex information to identify solutions, and comfortable often operating thoughtfully under tight timelines.
• Exceptional Communicator: You excel at distilling complex ideas and data into clear, actionable insights for senior leaders. Your written and verbal communication is sharp, and you can tailor your messaging for different audiences.
• Collaborative & Cross-Functional: With strong interpersonal skills and a high EQ, you thrive in cross-functional environments. You build relationships and work closely with different teams to move initiatives forward.
• Ambitious & Driven by Results: You bring a strong work ethic and passion for business, with the ability to work independently and drive impactful change in a dynamic environment. You are comfortable managing competing priorities and meeting tight deadlines.
• Strategically Minded & Data-Savvy: You are skilled at working with both qualitative and quantitative data, drawing insights that inform high-level strategy. You can develop financial models, analyze performance metrics, and use these tools to tell a cohesive business story.
  
  

Qualifications:

• 3-5 years of experience in strategy, management consulting, or a related role, ideally within the retail or consumer goods industry. MBA a plus.
• Strong critical thinking, quantitative analysis, and problem-solving skills. Experience with financial modeling is a plus.
• Proficiency in data analysis tools (e.g., Excel, PowerPoint, etc.), with the ability to translate complex data into actionable insights.
• Experience preparing executive-level presentations and working with senior leadership teams.
• Strong interpersonal skills, with a demonstrated ability to collaborate with stakeholders at all levels and drive alignment on strategic priorities.
• Interest in and knowledge of the apparel industry, with a keen understanding of market trends and competitive dynamics.
  
  

We welcome you to apply, even if you don't check all the boxes. Our passion is scouting life-long learners who are driven by curiosity, and who feel connected to our brands and share our desire to make an impact. We’re always seeking bright new talent who leverage their unique experiences to discover, grow and evolve with our teams.

Benefits Perks

• Health & Well-being - Eligible associates and family members receive medical, dental, prescription and vision insurance, family planning (fertility, adoption & surrogacy support), fitness discounts, medical travel and more.
• Associate Discount - We love our products just as much as you do! That’s why we offer a great associate discount across all of our brands (J.Crew, J.Crew Factory, and Madewell).
• Flex Fridays - In addition to our hybrid work model, we also close our office at 1:00 PM every Friday year-round.
• Community Impact - We support the communities where we live and work through our philanthropic efforts and the J.Crew Cares Program.
• Winter Break - In addition to our PTO package, J.Crew Group offers a winter break at the end of December to eligible full-time associates at the Home Office to provide time to refresh and recharge.
  
  

Note: Availability of these benefits and perks may be subject to work location & employment type and may have certain eligibility requirements.

Salary Range: $120,800.00 - $151,000.00

At J.Crew Group (JCG) we aim to pay competitively for our company’s size and industry. The base salary offered will take into account internal equity and may vary depending on the candidate’s geographic region of work premises, job-related knowledge, skills, and experience among other factors. The base salary is just one component of J.Crew Group’s competitive total rewards strategy that also includes the opportunity for bonus, competitive benefits and perks.

One of our core focuses here at JCG is creating a community and culture that builds belonging. We are deeply committed to our Diversity, Equity and Inclusion efforts, and we warmly welcome job applicants of all backgrounds.

JCG is proud to affirmatively provide equal opportunity to all associates and qualified applicants without regard to race, color, religion, national origin or citizenship, age, sex, marital status, ancestry, legally protected physical or mental disability, veteran status, gender identity, sexual orientation or any other basis protected under applicable law.