Senior Director, Inventory and Merchandise Planning

Reports To : Chief Commercial Officer

Location : Milwaukee, WI (Hybrid)

Employment Type : Full-Time, Salaried, Exempt

About Wantable

At Wantable, we’re redefining retail through personalization. Our membership-based model and  proprietary technology empower us to curate products that help customers discover confidence  and joy through style.

As a data-driven fashion company, we combine human intuition with algorithmic intelligence to  deliver personalized assortments – balancing creativity, analytics, and operational precision.

We're seeking a Senior Director of Inventory & Merchandise Planning who is obsessed with using AI, automation, and unconventional tools to reinvent how planning is done in modern retail. This role is perfect for a builder who knows planning fundamentals but is most energized by breaking old processes, experimenting with new AI-powered workflows, and scaling smarter, self-learning systems .

About the Role

As the Senior Director of Merchandise Planning, you will own Wantable’s end-to-end planning strategy, forecasting methodology, and inventory optimization—but you’ll also push the discipline into the future, driving automation, rapid experimentation, and next-generation decision systems. Curiosity, hands-on innovation, and a willingness to rethink everything are more important than a traditional resume.

This is a high-ownership role with direct impact on growth, profitability, and customer experience. You will work in a fast-moving, low-bureaucracy environment where independent decision-making is expected and where your build-what-you-need mindset is highly valued.

What You’ll Do

Reinvent Planning Through AI & Automation

• Build the next generation of Wantable’s forecasting and planning system using AI, ML-powered demand models, LLM-based decision tools , and automated workflows.
• Prototype and test unconventional planning approaches such as agent-based simulations, predictive replenishment triggers, automated OTB updates, LLM-assisted scenario planning , and more.
• Design AI-driven tools that increase forecasting accuracy, compression speed, and planner productivity.
• Identify manual or repetitive planning tasks and aggressively replace them with automation or AI copilots .

Own Inventory & Merchandise Planning

Lead a High-Performing, AI-Fluent Team

Drive Wantable's Data & Insights Evolution

Requirements

What We’re Looking For

Nice to have

How We Work at Wantable

Benefits

Why Wantable?

Wantable team members enjoy a 50% discount on food, coffee, and drinks in our HQ's beautiful Wantable Cafe. 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).