The RealReal

Director, Digital Merchandising & Strategy

The RealReal$171K — $187K *
Retail & Consumer Goods
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree; advanced degree preferred
  • 5-10+ years in digital merchandising, e-commerce, or product-led growth
  • Experience in high-SKU environments
  • Strong knowledge of search, browse, and recommendation systems
  • Proven success in driving revenue and conversion growth
  • Comfort using AI tools for productivity and learning
  • Highly data-driven with strong analytical skills

Responsibilities

  • Own digital revenue performance, focusing on conversion and engagement
  • Define and execute product discovery strategies
  • Lead personalization initiatives for tailored customer experiences
  • Translate business goals into actionable digital strategies
  • Identify and prioritize high-impact opportunities in the customer funnel
  • Collaborate with cross-functional teams including Product, Engineering, and Marketing
  • Use data to inform decisions, lead experiments, and optimize performance
  • Monitor and report on key performance metrics with actionable insights

Benefits

  • 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
Full Job Description
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.

About The RealReal

The RealReal is a luxury online consignment store that specializes in authenticated, pre-owned designer fashion and accessories. The company was founded in 2011 by Julie Wainwright and has since grown to become a leading player in the online luxury consignment market. The RealReal employs a team of experts who carefully inspect and authenticate every item sold on the platform, ensuring that customers receive only the highest quality products. The company is committed to sustainability and has implemented several initiatives to reduce waste and promote circular fashion. The RealReal is headquartered in San Francisco, California and has additional offices in New York, Los Angeles, and Washington D.C.
Learn more about The RealReal
Size
2,604 employees
Market Cap
$114.8 million
Industry
Net Income
-$175.8 million
Founded
2011
Revenue
$299.9 million
NASDAQ

Similar Jobs

More Jobs at The RealReal

More Retail & Consumer Goods Jobs

Find similar Director, Digital Merchandising & Strategy jobs: