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Retention Strategist

United States 60000.00 USD / Year · Job Posted February 01, 2026
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Job Description

As a Retention Strategist, you will architect and execute comprehensive retention strategies that maximize customer lifetime value across the entire post-purchase journey. You will own the strategic vision for retention programs spanning email, SMS, subscription optimization, loyalty initiatives, and customer success—transforming one-time buyers into high-value, loyal customers. This role combines strategic thinking with hands-on execution to drive measurable revenue growth and retention for our DTC ecommerce partners.

Job Responsibility

  • Develop and execute comprehensive lifecycle retention strategies encompassing email, SMS, subscription programs, loyalty initiatives, and customer success touchpoints
  • Design and architect advanced segmentation frameworks and customer journey maps that deliver personalized experiences across the entire post-purchase lifecycle
  • Build and optimize subscription retention programs including churn reduction strategies, failed payment recovery, dunning management, and upgrade/downgrade flows
  • Lead strategic A/B testing roadmaps across all retention channels to continuously improve performance and identify scalable opportunities
  • Analyze customer cohorts, purchase patterns, and behavioral data to identify at-risk segments and develop targeted retention initiatives
  • Create advanced automation flows in Klaviyo including welcome series, abandoned cart recovery, post-purchase sequences, win-back campaigns, and VIP customer nurture
  • Collaborate with creative and design teams to develop high-converting retention creative assets and messaging frameworks that drive action
  • Monitor and report on retention KPIs including LTV, repeat purchase rate, churn rate, revenue per recipient, engagement metrics, and cohort analysis
  • Present strategic insights and performance results to client leadership teams with actionable recommendations for growth
  • Partner cross-functionally with paid media, CRO, and creative teams to ensure cohesive customer experiences from acquisition through retention
  • Mentor and develop retention team members, sharing best practices and elevating the team's strategic capabilities
  • Stay current on retention marketing trends, platform updates, subscription commerce best practices, and emerging technologies in the lifecycle marketing space

Requirements

  • 2+ years of experience in retention marketing, lifecycle marketing, or customer success with a focus on DTC ecommerce brands
  • Expert-level proficiency in Klaviyo with deep understanding of advanced segmentation, flow architecture, and analytics capabilities
  • Proven track record of driving significant revenue growth and LTV improvement through comprehensive retention programs
  • Strong experience with subscription commerce including churn analysis, cohort retention optimization, and subscription lifecycle management
  • Advanced analytical skills with ability to extract insights from complex datasets, build predictive models, and make data-driven strategic recommendations
  • Demonstrated client-facing experience presenting strategies, insights, and results to senior stakeholders with confidence and clarity
  • Deep understanding of lifecycle marketing principles including customer journey mapping, segmentation strategy, and multi-touch attribution
  • Leadership experience mentoring team members, developing retention frameworks, and building scalable processes
  • Experience with subscription platforms such as Recharge, Skio, Ordergroove, or similar subscription management tools
  • Proficiency with additional retention channels including direct mail, loyalty programs, referral systems, or community building initiatives

Nice to have

  • Technical knowledge of API integrations, webhooks, and advanced Klaviyo custom properties or events
  • Experience with analytics platforms such as Looker, Tableau, or advanced Shopify analytics for cohort and LTV analysis
  • Background in customer success, retention operations, or subscription analytics roles

What we offer

  • 401(k) Retirement Plan: Fully customizable 401(k) with up to 4% company match
  • Comprehensive Health Coverage: Fully-covered medical, dental, and vision insurance
  • Time Off: Competitive PTO policy and paid holidays to maintain work-life balance
  • Wellness Benefits: Complimentary Headspace subscription and fitness stipend
  • Fully Remote: Work from anywhere with flexible hours and a distributed team culture
  • Technology Supplied: Equipped with the latest laptop and necessary tools for success
  • Professional Development: Opportunities for growth, training, and expanded responsibilities
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