The RealReal Vice President of Digital Strategy and Merchandising

About The RealReal

The RealReal is a US luxury consignment marketplace founded in 2011. It sells pre-owned fashion, jewelry, watches, art and home furnishings through its website and stores. Its teams authenticate, price and photograph goods before they go on sale.

Role & Responsibilities

• Lead and manage the site experience, commercial plan, content, operations, and site merchandising, building a high-performance, results-driven team.
• Define, refine, and optimize The RealReal’s shopping and digital experience; drive analytics and reporting for all digital campaigns.
• Develop and advance digital merchandising strategies that exceed sales, margin, and profitability goals, using data insights to deliver the right content to the right audience at the right time across channels.
• Establish and implement best-in-class practices that set standards for innovation, scalability, and customer engagement.
• Partner with Creative and Marketing to develop an end-to-end personalization and testing strategy that optimizes site and channel performance, aligns key messages with campaign creative, highlights seasonally relevant merchandise, and advances business strategies.
• Optimize the customer experience and direct response while balancing brand voice and consistency; stay current on interactive trends and digital capabilities.
• Track and review sales and campaign performance through financial analysis; own site recommendations based on KPIs.
• Create and execute category strategies and promotions that balance demand goals with profitability targets and maximize conversion.
• Understand, communicate, and recommend improvements to how customers engage with the site throughout the funnel.
• Own omni-channel merchandising strategy and planning, as well as financial targets.
• Develop and manage key success KPIs, including demand, margin, revenue, engagement, and conversion.
• Research marketplace trends and develop innovative merchandising strategies and programs across categories.
• Use data to understand customer behavior and preferences, enhancing online and in-store experiences through personalization and curation.
• Drive site and store personalization and segmentation strategies to deliver relevant, high-impact customer experiences that increase engagement, conversion, and lifetime value.
• Maintain an understanding of the competitive landscape, consumer trends, and The RealReal’s market position.
• Produce weekly, monthly, and quarterly reports; analyze and interpret data to identify wins and opportunities that support objectives.
• Build, lead, and mentor a high-performing team of merchandising and digital professionals, fostering collaboration and accountability.
• Proactively identify ways to improve processes and workflows.

Qualifications

• At least 15 years of experience defining and managing digital merchandising and merchandising for ecommerce and wholesale businesses for a fashion and/or luxury brand.
• Extensive experience leading digital merchandising strategies, including product assortment, pricing, promotions, and content optimization for ecommerce and omni-channel platforms.
• Proven experience owning and managing a P&L, with a strong record of driving profitability and growth through effective merchandising strategies.
• A dynamic leader with a proven ability to inspire and develop teams and foster accountability, ownership, and high performance.
• Ability to analyze business performance through data and generate actionable insights and strategic recommendations.
• Ability to build credibility, trust, and strong relationships with peers, business partners, and senior leadership.
• Flexibility to adapt strategies as business needs evolve, with a hands-on approach to execution and results.
• Must be based in San Francisco, California, or New York City, New York.
• Ability to travel 30%.
• Bachelor’s degree or equivalent experience preferred; an MBA is a plus.
• Expertise with advanced analytics tools and platforms, such as SQL, Sheets, Looker, and Google Analytics.

Skills

Experience

At least 15 years in digital merchandising and merchandising for ecommerce and wholesale businesses for a fashion and/or luxury brand.

Education

Bachelor’s degree or equivalent experience preferred; an MBA is a plus.

Compensation

The base compensation for this position ranges from USD 245,000 to USD 280,000 per annum.

Benefits

Employee Stock Purchase Plan; 401(k) with company match; medical, dental, and vision insurance; paid parental leave; 9 paid company holidays; flexible time off with manager approval. Employees may also be eligible for a bonus program and incentive pay.

Culture

A consignment passes through several hands. Authentication specialists examine the item, merchandising teams prepare the listing and client teams work with the person who consigned it.

About Cerulean

Cerulean is the definitive career portal for the global luxury industry. We match exceptional professionals with exclusive opportunities at the world's most prestigious brands. From haute couture and fine watchmaking to prestige beauty, hospitality, and boutique retail, Cerulean centralises luxury employment to help you find the career for which you were destined.