Demo

Director, Digital Merchandising & Strategy

The RealReal
The RealReal Salary
San Francisco, CA Full Time
POSTED ON 8/1/2026
AVAILABLE BEFORE 9/23/2026
About The Role

As the Leader of Digital Merchandising & Strategy, you own revenue, conversion, and engagement across all digital platforms. This role leads the end-to-end product discovery experience, ensuring customers can seamlessly find the right products while maximizing conversion, GMV, and long-term customer value.

The Digital Merchandising & Strategy team ensures:

Search, browse, and navigation work seamlessly

The right products surface at the right time

Site experience and recommendations drive engagement and sales

Traffic translates into revenue by optimizing how customers discover products

We are assessing and optimizing site funnel health

This is a hybrid execution analytics strategy function. The team sets direction, uses data to identify opportunities, and directly implements changes on-site. A strong test-and-learn mindset is critical, as continuous experimentation is core to improving performance.

What You Get To Do Everyday

The Leader of Digital Merchandising & Strategy at a high level is responsible for setting strategic direction and determining what to build or optimize to drive business impact.

Key Responsibilities include:

  • Own digital revenue performance, driving conversion, engagement, and end-to-end funnel health
  • Define and execute product discovery strategy across search, browse, navigation, and recommendations
  • Lead personalization strategy to ensure the right products surface for the right customer at the right time
  • Translate business goals into a clear, prioritized digital roadmap, balancing quick wins with long-term investments
  • Identify and prioritize the highest-impact opportunities across the customer funnel
  • Partner cross-functionally with Product, Engineering, Marketing, and Creative; act as the voice of the business and customer in product development
  • Use data to diagnose performance, inform strategy, and define a robust testing roadmap; lead A/B experimentation and scale learnings
  • Monitor key performance metrics and deliver actionable insights on a weekly, monthly, and quarterly basis
  • Lead and develop a team responsible for day-to-day digital execution and continuous experience improvement
  • Proactively identifies opportunities and challenges the status quo

What You Bring To The Role

Minimum Requirements:

  • Bachelor's degree required, advanced degree a plus.
  • 5-10 years in digital merchandising, e-commerce, or product-led growth
  • Strong experience with marketplace or high-SKU environments
  • Deep understanding of search, browse, and recommendation systems to Focuses on highest-impact work that drives business outcomes
  • Proven track record of driving conversion and revenue growth
  • Experience optimizing search browse
  • Comfort using AI tools to increase productivity, streamline day-to-day work, and accelerate learning, with an understanding of responsible use
  • Experience partnering closely with Product and Engineering teams
  • Highly data-driven with strong analytical toolkit (ie Google Sheets, Looker, Amplitude)
  • Thrives in fast-changing environments; able to pivot quickly and lead through uncertainty
  • Uses data to form insights, shape strategy, and drive execution
  • Embraces experimentation, iterates quickly, and learns from results
  • Uses data and logic to solve complex problems and influence cross-functional partners
  • Builds, develops, and motivates high-performing teams

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 here.

The expected salary range for this role is $171,262.90-$187,319.00. 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.

The RealReal is committed to providing an equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or expression, or Veteran status. We will consider qualified applicants for a position regardless of arrest or conviction records. At TRR, People Come First. That’s why diversity and inclusion are vital to our priorities as an equal opportunity employer. You can read about our Diversity Equity and Inclusion program here.

Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. The employee is regularly required to sit; use hands to finger, handle, or feel and talk or hear. The employee is occasionally required to stand; walk; reach with hands and arms; climb or balance; stoop, kneel, crouch, or crawl; and taste or smell. The employee must occasionally lift and/or move up to 10 pounds. Specific vision abilities required by this job include close vision. The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job.

Salary : $171,263 - $187,319

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Director, Digital Merchandising & Strategy?

Sign up to receive alerts about other jobs on the Director, Digital Merchandising & Strategy career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$196,356 - $281,788
Income Estimation: 
$254,408 - $413,406
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at The RealReal

  • The RealReal Missouri, MO
  • About The Role The RealReal is looking for a highly experienced and self-motivated Senior Software Engineer (Full Stack) to join our Growth team. Working c... more
  • 2 Days Ago

  • The RealReal Perth, NJ
  • About The Role Our Authentication Centers (warehouses) are where the magic happens! The Art & Science of Real comes to life within our facilities located i... more
  • 3 Days Ago

  • The RealReal Perth, NJ
  • About The Role The Store Operations Associate on the Outbound fulfillment team works directly with TRR retail stores to ensure all transfer requests of hig... more
  • 4 Days Ago

  • The RealReal Perth, NJ
  • About The Role The Consignment Concierge will be the face of client relations for The RealReal. In this role, you will deliver a personalized and brand-foc... more
  • 4 Days Ago


Not the job you're looking for? Here are some other Director, Digital Merchandising & Strategy jobs in the San Francisco, CA area that may be a better fit.

  • Confidential San Francisco, CA
  • Vice President, Digital Strategy & Merchandising. About the Company. Large e-commerce site & online consignment platform. Industry. Apparel & Fashion. Type... more
  • 28 Days Ago

  • Early Warning San Francisco, CA
  • At Early Warning, we’ve powered and protected the U.S. financial system for over thirty years with cutting-edge solutions like Zelle®, Paze℠, and so much m... more
  • 16 Days Ago

AI Assistant is available now!

Feel free to start your new journey!