Senior Manager of Merchandising

Pepper

9h•$120,000 - $140,000•Remote

About The Position

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.

Requirements

6–8+ years of progressive experience in merchandising, assortment planning, buying, omnichannel sales, and cross-functional project management, ideally in DTC, consumer goods, or intimate apparel.
Highly analytical, comfortable with complex datasets, forecasting, and translating insights into actionable, commercially impactful decisions.
Deep customer empathy and experience in site merchandising and omnichannel or digital-native retail environments.
Clear communicator, collaborative partner, and proactive problem-solver who inspires and elevates cross-functional work.
Thrives in fast-paced, growth-oriented startup environments; self-motivated, curious, and eager to champion initiatives.
Passionate about Pepper’s mission and products; bridges data, consumer insights, and merchandising expertise to drive inventory, planning, and growth outcomes.
Connects customer-facing materials to backend actions, balancing analysis and execution, staying agile, confident, and thoughtful when prioritizing risk and cross-team impact.

Responsibilities

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 execution and cross-functional alignment.
Manage, mentor, develop merchandising associates.
Implement best-in-class site merchandising to maximize conversion, discoverability, and engagement.
Drive seasonal and core sales to meet or exceed plan expectations.
Leverage product reviews, graphics, video, and fit tips to highlight product benefits.
Support PLP/PDP optimization, collections, and navigation to reinforce merchandising storytelling and sales plans.
Identify asset needs (photography, styles, colors) and partner with ecommerce to fill gaps.
Collaborate on A/B tests for content, pricing display, site pathing, and merchandising layouts.
Partner to maximize site performance through analysis of sales, category & product trends, seasonality, launch timing, customer cohorts, and LTV behavior.
Work with Marketing to align landing pages, sales plans, and campaign messaging.
Analyze site metrics (conversion, click-through, search behavior, funnel drop-off), return/exchange data, and product journey insights to inform merchandising actions and improve LTV.
Evaluate product combinations, bundles, and sets to optimize loyalty, retention, and customer lifetime value.
Synthesize weekly reporting into quarterly summaries highlighting insights, recommended actions, challenges, and opportunities.
Drive enhanced site presentation, copy, and assets to improve customer education and experience.
Own customer calls, focus groups, and wear tests to unlock customer mindset and identify opportunities to improve products, increase purchase frequency, and grow LTV.

Benefits

Robust health benefits including 100% company covered option for medical, vision, dental insurance, and supplemental insurance options
Company matched 401K plan up to 3%
Generous paid time off program including flexible PTO days, federal holidays, and sick days
Flexible remote workplace
Paid parental leave for qualifying employees
Monthly wellness stipend
Annual company-wide offsite
Have a huge role in the growth of a company with a meaningful mission

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