About The Role
As the Vice President, Digital Strategy & Merchandising at The RealReal, you will be at the forefront of scaling our omni-channel growth across all categories. You will oversee Digital Merchandising and Strategy, driving revenue and conversion across all platforms. Your role will involve defining and executing a best-in-class customer experience through effective site content and innovative merchandising tactics.

You will drive strategies to support both supply and demand while collaborating with cross-functional teams, including Editorial, Creative, Sales, Marketing, Product and Tech and Operations, to ensure a seamless experience for both customers and consignors. Your efforts will help shape the next phase of growth for our organization, fostering innovation in the market. You will drive profitable growth through strategic planning, data-driven decision making and innovative digital solutions.

We seek a high-energy, self-starter with a profound understanding of business, exceptional financial acumen, and a proven track record of success. This position reports to the Chief Merchandising Officer.

What You Get To Do Everyday

• Lead and manage the site experience, commercial plan, content, operations and site merchandising with focus on building a high performance, results driven team.

• Define, refine and optimize The RealReal shopping and digital experience. Drive the Analytics and reporting of all digital campaigns

• Develop and drive forward-thinking digital merchandising strategies that exceed sales, margin, and profitability goals by leveraging data insights to ensure the right content reaches the right audience at the right time across all channels. 

• Establish and implement best-in-class practices that set the standard for innovation, scalability, and customer engagement in the industry.

• Partner with Creative and Marketing teams to develop an end-to-end personalization and testing strategy that optimizes site and channel performance, ensures key messages align with campaign creative, highlights seasonally relevant merchandise, and drives overarching business strategies.

• Optimize the customer experience, drive direct response while balancing brand voice and consistency. Keep up to date on interactive trends and digital capabilities. 

• Track and hindsight sales and campaign performance via financial analysis. Owns site recommendations based on KPIs. 

• Create and execute category strategies and promotions that balance demand goals with profitability targets and maximize conversion. 

• Understands, communicates, and recommends improvements regarding how our customer engages with the site throughout the funnel.

• Responsible for the omni-channel merchandising strategy and planning, as well as financial targets.

• Develop and manage key KPIs for success such as demand, margin, revenue, engagement and conversion. 

• Continually research and explore new trends in the marketplace to develop innovative merchandising strategies & programs across all categories that disrupt the retail industry.

• Leverage data to understand customer behavior and preferences, enhancing the online and in-store experience with a focus on personalization and curation. 

• Drive site and store personalization and segmentation strategies to deliver a relevant, high impact customer experience that boosts engagement, conversion and lifetime value.  

• Continual understanding of the competitive landscape, consumer trends and where TRR is positioned in the market.

• Generates and delivers weekly/monthly/quarterly reporting. Analyzes and interprets data to uncover wins and opportunities that will assist in delivering objectives.

• Build, lead and mentor a high performing team of merchandising and digital professionals, fostering a culture of collaboration and accountability. 

• Proactively find new ways to improve process and workflow.

What You Bring To The Role

Minimum Requirements:

• Minimum of 15+ years of experience defining and managing digital merchandising and merchandising for ecommerce and wholesale business for a fashion brand and/or luxury brands

• 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 track record of driving profitability and growth through effective merchandising strategies.

• Dynamic leader with a proven ability to inspire and develop teams, fostering a culture of accountability, ownership, and high performance.

• Skilled at analyzing business performance through data, with the ability to generate actionable insights and strategic recommendations.

• Proven ability to quickly build credibility, trust, and strong relationships with peers, business partners, and senior leadership.

• Ability to remain flexible and adapt strategies as business needs evolve, with a hands-on approach to driving execution and delivering results.

• This role must be based in either San Francisco, CA or New York City, NY.

• Ability to travel 30%

Preferred Requirements:

• Bachelor's degree or equivalent experience preferred. MBA is a plus.

• Expertise in using advanced analytics tools and platforms (e.g., SQL, Sheets, Looker, Google Analytics, etc.)

Compensation, Benefits, + Perks

• Employee Stock Purchase Plan

• 401K with Company Match

• Medical, Dental & Vision Insurance

• Paid Parental Leave

• 9 Paid Company Holidays

• Flexible Time Off (With Manager Approval)

• Find out more about our Benefits

The expected salary range for this role is $245,000-$280,000. To determine starting pay we carefully consider a variety of factors, including primary work location and an evaluation of a candidate’s skills, experience, market demands, and internal parity. Additionally, salary is just one component of TRR’s total rewards package. Depending on role, employees may also be eligible for a bonus program, incentive pay and benefits.

The RealReal is the world’s largest online marketplace for authenticated, resale luxury goods, with 37 million members. With a rigorous authentication process overseen by experts, The RealReal provides a safe and reliable platform for consumers to buy and sell their luxury items. We have hundreds of in-house gemologists, horologists, and brand authenticators who inspect thousands of items each day. As a sustainable company, we give new life to pieces by thousands of brands across numerous categories—including women's and men's fashion, fine jewelry and watches, art, and home—in support of the circular economy. We make selling effortless with free virtual appointments, in-home pickup, drop-off, and direct shipping. We handle all of the work for consignors, including authenticating, using AI and machine learning to determine optimal pricing, photographing and listing their items, as well as shipping and customer service.