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Head of Subscriptions & Monetization

Pocket· Operations
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Hybrid (San Francisco, CA)$170k - $210kFull-timePosted 2w ago

About the role

Senior leader responsible for Pocket's consumer subscription business across hardware and software, driving growth in revenue, conversion, monetization and retention. Owns end-to-end P&L for Pocket Pro and leads a future subscriptions & monetization team.

Responsibilities

  • Pocket's subscription P&L and revenue targets
  • Conversion: onboarding, paywalls, trials, checkout and Free → Paid across mobile, desktop and Shopify store
  • Monetization: pricing, packaging, monthly vs annual, plan structure, credits, upsells and new paid features
  • Retention: activation, engagement, churn, cancellation and save flows, win-backs
  • Involuntary churn: failed payments, dunning, billing recovery and renewal flows
  • Lifecycle: push, email, in-app messaging, trial reminders and renewal communications
  • Experimentation: relentless A/B testing across every part of the subscription funnel, with clear hypotheses, prioritization and rollout
  • Analytics: cohort retention, LTV, attach rate, trial conversion, involuntary churn and revenue per user, plus a view of leakage and fixes
  • Product: collaborating with engineering and design to ship subscription improvements fast
  • Shopify subscription attach with Head of Growth & Marketing: post-purchase upsells, thank-you page offers, device + Pro bundles
  • Building and leading the subscriptions and monetization team as Pocket grows

Qualifications

  • 7+ years in consumer subscription, growth or monetization, including 3+ years owning subscription revenue or a subscription P&L
  • Track record of growing subscription revenue at scale in consumer apps with quantified results on conversion, ARPU, retention and churn
  • Experience in consumer subscription apps, ideally hardware + subscription or strong subscription apps
  • Deep expertise in pricing and packaging: monthly vs annual, plan tiers, trials, credits and paid feature launches
  • Strong experimentation skills: test design, sample sizing, interpreting results
  • Hands-on with paywall and subscription tools (RevenueCat, Superwall), product analytics (Amplitude, Mixpanel) and lifecycle tools (Braze, Customer.io)
  • Strong analytical skills and ability to build a business case from data
  • Strong product and commercial judgment focused on long-term subscription revenue
  • Willingness to be hands-on now while building a team
  • Clear communication and ability to influence founders, engineering and stakeholders
  • High ownership, low ego, intellectual honesty and execution without constant direction
  • Shopify/e-commerce CRO experience is a plus
  • Experience building a subscription or monetization function from early stage a plus

Skills

Required:Subscription revenue managementPricing & packagingExperimentation & analytics

Benefits

  • Ownership of the subscription business at a rapidly scaling consumer hardware and software company
  • Direct access to founders and significant influence on company and product strategy
  • High autonomy and rapid impact on revenue
  • Large, fast-growing user base enabling fast-significant experiments
  • Opportunity to build the subscriptions and monetization team as the user base scales
  • Base salary between $170,000 and $210,000, depending on experience
  • Meaningful equity through Pocket's employee stock option plan
Last updated Oct 25, 2026. Interested? Apply on the company site.
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About Pocket

Take Notes in the Real World

Pocket is a small AI device that turns everything you say and hear into clear notes, action items, and search. We combine custom hardware, AI, and software to build the best note-taking experience for people who talk and move fast

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