Outside · 2 months ago
Senior Manager, Retention Strategy
United States
Full-time
Remote
Mid, Senior Level
$80K/yr - $110K/yr
5+ years expOutside is a company dedicated to inspiring millions to explore the outdoors. They are looking for an experienced retention marketer to build and operationalize the retention and engagement function for their mapping and fitness portfolio, focusing on preserving and growing recurring subscription revenue and increasing customer lifetime value through strategic programs.
Information TechnologyMedia and Entertainment
Responsibilities
Define and own a data- and PLG-led retention roadmap for Gaia GPS, Trailforks, and MapMy apps, focusing on activation, engagement, renewal, and re-engagement
Develop a clear strategy for improving CLTV through lifecycle communications, feature adoption, and user education
Partner with Media Growth and Editorial leaders to apply best practices from mapping retention programs — ensuring alignment across the broader ecosystem
Collaborate with Growth, Product, Brand, and BI to ensure retention efforts are prioritized, measurable, and connected to company OKRs
Audit and optimize subscriber lifecycle touchpoints across email, in-app messaging, social, and paid re-engagement channels
Partner with email and creative teams to deploy onboarding, renewal, and winback campaigns with measurable goals
Develop and test passive churn prevention tactics (billing retries, reminders) and active churn interventions (exit offers, feedback loops, reactivation campaigns)
Partner with Product Managers and the Brand Director to plan and execute feature launch and education campaigns that drive engagement and retention
Develop lifecycle and messaging plans that showcase new value to existing subscribers and encourage product adoption
Measure post-launch engagement impact and identify ongoing opportunities for education and upsell
Collaborate with Brand and Community Managers to amplify retention initiatives across owned social, community forums, and ambassador programs
Identify opportunities for user-generated content, challenges, and seasonal re-engagement campaigns that foster community participation and loyalty
Define and monitor retention KPIs: active days, renewal rate, churn, feature adoption, and LTV
Partner with Finance, BI and Growth to build dashboards and generate insights for continuous optimization
Design and implement an experimentation framework to test lifecycle messaging, sequencing, and engagement offers
Partner with creative, brand, and email specialists for execution
Collaborate with Product on retention-driving features and PLG experiments
Coordinate with Customer Support to identify churn drivers and inform save strategies
Align with Performance Marketing on paid re-engagement and winback campaigns
Complete onboarding across Growth, Product, Brand, and BI to understand the mapping and fitness ecosystem
Audit current retention touchpoints (email, in-app, social, paid re-engagement) and identify quick wins
Deliver a Retention Baseline Report summarizing key metrics, pain points, and early hypotheses
Deliver a Retention & Engagement Roadmap aligned with product and growth OKRs
Launch 1–2 quick-win initiatives (e.g., onboarding improvements, reactivation flows)
Establish a retention reporting cadence with BI for churn, engagement, and renewal metrics
Execute 3–5 multi-channel retention initiatives across email, in-app, and organic channels
Co-lead a feature GTM campaign with Product and Brand to drive adoption and retention
Formalize a repeatable campaign development process and testing framework
Demonstrate measurable improvement in renewal and engagement rates for Gaia GPS, Trailforks and MapMyFitness (MVP)
Deliver an Annual Retention Impact Report summarizing results, ROI, and CLTV improvements
Build and present a 2026 Retention Expansion Plan, including headcount recommendations, experimentation roadmap, and forecasted impact
Qualification
Required
5–8 years in retention or lifecycle marketing role, ideally in a subscription or app-based business
Demonstrated ability to increase retention and engagement through data-driven initiatives
Understanding of app engagement metrics and community-driven growth loops
Experience querying structured data (e.g., SQL) or using analytical tools (Looker, Amplitude, Snowflake) to inform retention and engagement strategy
Hands-on experience with HubSpot, OneSignal or equivalent CRM tools
Excellent cross-functional communicator who can bridge creative, product, and data disciplines
Passion for outdoor adventure, fitness, and technology that connects people to the outdoors
Benefits
Health care
Vision
Dental
Retirement
Flexible Time Away
Sick leave
More
Company
Outside
Outside Interactive, Inc. is the premier destination for outdoor inspiration, activation, and celebration.
201-500 employees
Funding
Current Stage
Growth StageLeadership Team
Christopher Jerard
Chief Brand Officer
Heather Dietrick
Chief Media Officer
Recent News
Colorado Springs Business Journal
2025-04-11
2024-02-10
Vermont Business Magazine
2023-12-01
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