Senior Retention Strategy Manager

Reposted 23 Days Ago
Be an Early Applicant
San Francisco, CA, USA
In-Office
160K-175K Annually
Senior level
eCommerce • Fashion • Retail • Sales
Promoting the circular economy and empowering consignors & buyers to extend the life of luxury goods
The Role
The Senior Retention Strategy Manager develops retention frameworks, enhances customer engagement, reduces churn, and drives repeat purchases through cross-functional initiatives and strategic alignment.
Summary Generated by Built In
About The RoleThe Senior Retention Strategy Manager will help shape and advance The RealReal’s long-term approach to customer engagement and lifetime value growth. This role focuses on defining the strategic frameworks, cross-channel priorities, and cross-functional initiatives that deepen engagement, reduce churn, and drive repeat behavior across the member lifecycle.
Working in close partnership with Lifecycle/CRM, Product, Analytics, Merchandising, Creative, and Sales, this role translates customer insight into actionable programs that influence behavior and unlock measurable business impact. This is a strategic, hands-on role for an operator who thrives on connecting dots across teams and turning ideas into scalable solutions.

What You Get To Do Every Day

Retention & Engagement Strategy

  • Develop and evolve retention strategy frameworks that clarify how we drive engagement, repeat purchase, and long-term loyalty.

  • Define the role of lifecycle channels including email, push, SMS, in-app messaging, and emerging touchpoints within a cohesive engagement model.

  • Partner closely with CRM and Lifecycle teams to translate strategy into prioritized programs and journeys.

Cross-Functional Solutions to Drive LTV

  • Identify opportunities to improve frequency, reactivation, and churn reduction through cross-functional initiatives spanning marketing, product, merchandising, and sales.

  • Lead strategic initiatives from insight through launch, aligning stakeholders and ensuring measurable outcomes.

  • Shape onboarding, habit-forming experiences, and high-value feature adoption strategies

  • Drive engagement and new features in app to drive further adoption and stickiness

  • Manage test and learns across all platforms in partnership with CRM team

Churn Reduction & Reactivation

  • Analyze behavioral and cohort trends to identify key drivers of churn and disengagement.

  • Develop and prioritize scalable reactivation strategies for lapsed buyers and consignors.

  • Build business cases and test plans for new retention levers.

Measurement & Experimentation

  • Define KPIs and success metrics that quantify retention impact and inform roadmap prioritization.

  • Champion a structured test-and-learn agenda in partnership with Analytics and Lifecycle teams.

  • Synthesize learnings into clear recommendations and scalable playbooks.

Strategic Alignment & Communication

  • Create clear briefs and strategy documents that guide cross-functional partners.

  • Present insights and recommendations to senior stakeholders.

  • Ensure retention strategy is embedded in broader growth and product roadmaps.

What You Bring To The Role

Minimum Requirements:

  • 10+ years of experience in retention, lifecycle strategy, growth marketing, or customer engagement roles in e-commerce, marketplace, or digital-first businesses.

  • Demonstrated ability to build and launch initiatives that improve engagement, retention, or LTV.

  • Strong analytical orientation with fluency in cohort analysis, experimentation, and behavioral segmentation.

  • Experience working cross-functionally with CRM, Product, and Analytics teams.

  • Ability to influence without direct authority and drive alignment across multiple stakeholders.

  • A bias toward action and comfort operating in a fast-paced, evolving environment.

Compensation, Benefits, + Perks

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 $160,000.00-$175,000.00. 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. 

Skills Required

  • 10+ years of experience in retention, lifecycle strategy, growth marketing, or customer engagement roles
  • Demonstrated ability to build and launch initiatives that improve engagement, retention, or LTV
  • Strong analytical orientation with fluency in cohort analysis, experimentation, and behavioral segmentation
  • Experience working cross-functionally with CRM, Product, and Analytics teams
  • Ability to influence without direct authority and drive alignment across multiple stakeholders
  • A bias toward action and comfort operating in a fast-paced, evolving environment

The RealReal Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about The RealReal and has not been reviewed or approved by The RealReal.

  • Healthcare Strength Health coverage offers multiple medical, dental, and vision options plus mental‑health resources, alongside employer HSA contributions under high‑deductible plans. This breadth is often seen as relatively strong compared with base pay.
  • Parental & Family Support Paid parental leave, additional disability pay for birthing parents, and inclusive fertility benefits covering diverse paths to family building create a robust family support offering. This can be a differentiator for employees prioritizing family planning.
  • Equity Value & Accessibility An employee stock purchase plan with a meaningful discount is broadly accessible, including to part‑time employees. This access to ownership can enhance total rewards for those who participate.

The RealReal Insights

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The Company
HQ: San Francisco, CA
3,300 Employees
Year Founded: 2011

What We Do

The RealReal is the world’s largest online marketplace for authenticated luxury retail. 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 150+ in-house gemologists, horologists and brand authenticators who inspect thousands of items each day.

Why Work With Us

We are looking for smart and talented people who are creative, enjoy working in a fast-paced environment, and want to be part of a team that is reinventing the digital marketplace as you know it!

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