Senior Merchandise Planner

About Us The Digital Stronghold is a modern commerce collective built around four distinctive, high-performance brands: Taylor Stitch, The Tie Bar, Boston Scally, and Pedal Mafia. Each brand stands on its own with a loyal community and a clear sense of purpose, yet together, they define what contemporary menswear looks like across lifestyle, tailoring, and performance apparel. Our Values Own the outcome Move with purpose Speak truth, listen fully Learn and share Drop the ego Build for the long haul About the Role The Digital Stronghold is seeking a Merchandise Planner to support inventory strategy, forecasting, and merchandise planning initiatives for The Tie Bar, a premium menswear and accessories brand founded in Chicago over a decade ago. This role will play a key part in balancing inventory across channels, supporting financial goals, and ensuring the right product is available at the right time. The ideal candidate is analytical, detail-oriented, and collaborative, with experience in merchandise planning within apparel, retail, or eCommerce environments. You’ll work cross-functionally with buying, marketing, supply chain, eCommerce, and sales teams to help drive inventory optimization, assortment planning, and business performance across a fast-moving retail environment. What You’ll Do Merchandise Planning & Forecasting Develop monthly, quarterly, and annual merchandise plans aligned with business objectives and sales targets Build and maintain demand forecasts based on historical sales data, seasonal trends, and market insights Support inventory planning and forecasting strategies to maximize product availability while minimizing excess inventory Manage open-to-buy budgets and provide reporting on performance, projections, and opportunities Inventory Management & Optimization Monitor sales performance and inventory levels across channels, adjusting plans to meet changes in demand Analyze sell-through performance and inventory trends to identify opportunities for optimization Support allocation strategies to ensure timely and effective product distribution across markets Partner with supply chain teams to help manage product flow and delivery timelines Product Assortment & Financial Performance Collaborate with buying teams to support assortment planning and sales forecasting initiatives Assist in monitoring sales, margin, and inventory performance against financial targets Provide analytical insights and recommendations related to assortment planning, inventory allocation, and sales performance Support planning adjustments tied to promotions, product launches, and evolving market conditions Cross-Functional Collaboration Partner closely with Marketing, Buying, Supply Chain, Sales, and eCommerce teams to execute merchandise plans effectively Help align planning strategies with promotional calendars and broader business priorities Prepare regular reporting and performance updates for stakeholders and leadership teams What We’re Looking For Bachelor’s degree in Business, Merchandising, or a related field 3–5 years of merchandise planning experience, preferably within apparel, retail, or eCommerce environments Strong experience with inventory management, forecasting, and sales analysis Must be eligible to work in the US Advanced proficiency in Excel and experience using merchandise planning systems such as NetSuite Strong analytical and problem-solving skills with a high attention to detail Experience collaborating cross-functionally with buying, marketing, supply chain, sales, and eCommerce teams Ability to manage multiple priorities in a fast-paced environment Experience supporting global markets and understanding regional consumer demand trends is a plus Why Join Us? At The Digital Stronghold, you’ll join a collaborative and entrepreneurial environment where thoughtful planning, creativity, and operational excellence come together to support a portfolio of distinctive brands. You’ll have the opportunity to make a meaningful impact while helping shape the future growth of modern menswear and lifestyle brands. If you’re passionate about retail planning, inventory strategy, and data-driven decision making, we’d love to hear from you. #J-18808-Ljbffr The Tie Bar