Senior Director, Inventory and Merchandise Planning (AI + Automation Focused)

Wantable • Milwaukee, WI

19h • Hybrid

About The Position

The Senior Director, Inventory and Merchandise Planning role is designed for the independent thinker who is equally comfortable architecting a forecasting engine as they are managing a seasonal buy. You are hyper-in-tune with the latest tools and possess the "build-what-you-need" mindset required to break outdated, manual processes in favor of smarter, self-learning systems. If you are energized by high-stakes data puzzles and want to lead a high-growth transformation in a low-bureaucracy environment, you belong here.

Requirements

• The Creator Mindset : You are a builder at heart. Whether you have a background in Engineering, Mathematics, or Data Science, you have the "outside the box" thinking required to reinvent retail.
• Retail Fluency : You understand the fundamentals of merchandise planning and inventory strategy but view them through a technical lens.
• Technical Literacy : Hands-on experience with modern data workflows and AI tools (ChatGPT, Claude, Gemini) along with BI platforms like Tableau or Looker.
• Analytical Rigor : You love the math behind the business and are comfortable designing and evaluating complex, AI-enhanced models.
• Bias for Action : You thrive in low-bureaucracy environments where you make independent, data-driven decisions without needing layers of approval.
• Passion for the Product : A genuine love for fashion and the "art + science" of creating a customer experience people love.

Nice To Haves

• Experience with ML forecasting frameworks or LLM workflow automation.
• Experience leading teams through rapid tooling transitions or tech-driven process reinvention.
• Comfort collaborating with data engineers and data scientists.

Responsibilities

• Reinvent Planning Through AI & Automation
• Own Inventory & Merchandise Planning
• Lead a High-Performing, AI-Fluent Team
• Drive The Data Evolution

Benefits

• Be part of a dynamic, fast-growing company that has innovation and creativity embedded in its DNA.
• A chance to shape our customers’ journey and leave a lasting impact on their self-confidence, one order at a time.
• Join a collaborative environment where your ideas matter, your efforts are rewarded and you can see results in real time.
• We have a laid-back, casual environment in a state-of-the-art HQ in Walkers Point.
• We offer flexible schedules, paid parental leave (mothers AND fathers), and a private room for nursing mothers.
• Even more exciting: paid vacation and seven paid holidays per year, plus a 50% discount on all merchandise.
• You’ll be eligible for the discount on your first day.
• Important, but maybe less thrilling: we have ample parking, we offer medical (traditional and high deductible), dental, and vision insurance, as well as a 401K (both pre-tax and Roth options).

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed
• Number of Employees: 251-500 employees