Senior Manager of Merchandising

Location:

Remote in U.S (NY preferred)

Reports to:

Chief Product Officer

Pepper is an innovative, fast-growing DTC intimate apparel brand designed to celebrate small-chested women. Our iconic solution-driven undergarments, swimwear, and clothing are thoughtfully designed to make every outfitting moment a confident and authentic expression of your best self. Pepper has been obsessed with uncompromising fit for small chests since our 470% funded Kickstarter launch 2017, and has grown to a global community of millions of women united by a mission to inspire women to feel perfectly enough as they are.

We’re reshaping the conversation around fit, style, and confidence for small-chested bodies everywhere.

What we’re proud of:

• Remote-first, flexible, and human: We’re a fully remote-first team that values ownership, balance, and trust. Pepper is built for people who want to do their best work from wherever they thrive. Without sacrificing connection, collaboration, or career growth.
• Women-founded & Self-funded: As a women-owned company that never took traditional VC funding, we’ve scaled to eight-figure revenue through focus, profitability, and scrappiness. People come here to help rewrite what success looks like in DTC, and to build alongside a team that loves breaking the “rules” of how startups should grow.
• Mission-driven with real impact. Everything we do is rooted in empowering small-chested people to feel confident and celebrated. Our mission shapes our products, our culture, and our decisions, from inclusive design to responsible manufacturing and community giving. Joining Pepper means using your work to make the world a little more comfortable, confident, and kind.

We are looking for a Senior Manager of Merchandising who is obsessed with data, motivated by insights, and energized by using those insights to influence customer behavior through product assortment and presentation. This candidate thrives on solving puzzles, is deeply passionate about understanding consumers and the competitive landscape, and excels at figuring out how to authentically drive profitable sales and repeat purchasing.

They seamlessly combine data-driven insight with sales intuition—someone who naturally understands both our brand and the customers we serve. Candidates should be highly analytical and customer-centric, using insights to make meaningful, vertically designed assortment adjustments across our omnichannel marketplaces that maximize sales, profitability, retention, and lifetime value (LTV).

This role reports directly to the Chief Product Officer and is responsible for driving the day to day execution of merchandising strategy, ensuring alignment across teams, and delivering results within established strategic goals. The Senior Manager acts as a key connector across product development, production, planning, marketing, brand, and ecommerce teams, ensuring seamless execution of product positioning, assortment plans, and customer-facing initiatives.

• Translate the Chief Product Officer’s strategic direction into actionable seasonal and annual merchandising plans by channel.
• Manage SKU and assortment architecture with a focus on profitability, inventory health, and aligning products to customer expectations.
• Partner with Planning to develop category forecasts, SKU productivity targets, and optimize in-season performance.
• Use data and customer insights to make in-season adjustments that drive revenue, margin, and overall results.
• Identify whitespace opportunities in products and presentations within brand and product guidelines.
• Track competitor activity and translate insights into actionable opportunities related to assortment, colors, fabrics, styles, curated edits, trends, and pricing.

• Partner with Marketing, Growth, Operations, Ecommerce, and Product to ensure cohesive go-to-market execution aligned to sales and merchandising goals.
• Maintain alignment across teams on timelines, inventory, product priorities, and authentic brand storytelling.
• Build visual and analytical tools to support merchandising…