✦ Luna Orbit — Executive & General Management

Head of Retention & Expansion

at REsimpli

📍 Remote, US Hybrid Posted March 31, 2026
Type Full-Time
Experience lead
Exp. Years 7–12+ years
Education Not Specified
Category Executive & General Management

Head of Retention & Expansion leads retention, expansion, and customer outcomes across a 25+ person Customer Success organization, turning CS into a measurable growth engine by driving churn reduction, NRR, and AI adoption.

  • CS org leadership (25+ team)
  • Churn reduction (Primary KPI)
  • Net Revenue Retention & Expansion
  • AI Adoption & Expansion Revenue
  • Systems, Playbooks & Process

Leadership role focused on CS metrics, analytics, AI adoption, onboarding/activation, renewal processes, and cross-functional collaboration to influence product roadmap.

The ideal candidate is a senior, data-driven customer success leader with 7–12+ years in CS/Retention at a SaaS company, proven ability to manage 20+ people, and a track record of reducing churn and increasing net revenue retention, ideally in SMB/high-churn environments.

7–12+ years in Customer Success / Retention / Account ManagementExperience managing teams of 20+ peopleExperience at $5M–$30M ARR SaaS companies (preferred; equivalent scope also considered)Proven track record improving churn and/or NRRBonus: Experience in SMB / high-churn environments
7–12+ years in Customer Success / Retention / Account ManagementExperience managing teams of 20+ peopleExperience at $5M–$30M ARR SaaS companiesProven track record improving churn and/or NRRBonus: Experience in SMB / high-churn environments
Data analysisCustomer success metricsNet Revenue RetentionNRRExpansion revenueAI adoptionActivationOnboardingRenewal workflowsReportingPlaybooksProcess improvementCross-functional collaborationProduct feedback loop
LeadershipAccountabilityCoachingStrategic thinkingCommunicationStakeholder managementDecision-making
Industry SaaS
Job Function Lead retention and expansion strategy to grow ARR and optimize customer outcomes across a SaaS customer success organization
Role Subtype Executive & General Management
Head of retention & expansioncustomer successretentionchurn reductionnet revenue retentionNRRexpansion revenueAI adoptionactivationonboardingrenewal workflowscs metricsteam leadershipcoachingremotehybridsaasARRgrowth enginecustomer outcomesdata-drivenrenewalsupsellSaaS

Lack of experience managing large CS teams, No SaaS experience at $5M–$30M ARR, Inability to demonstrate churn/NRR improvement

Apply for this Position →

Get matched to jobs like this

Luna finds roles that fit your skills and career goals — no endless scrolling required.

Create a Free Profile