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Open Vision Engineering

Head of Subscriptions & Monetization

San FranciscoOnsite · United States
Director+ · FullTime · Product
POSTED 20 OCTVERIFIED 1D AGO
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Pay · posted
$220k–260k
mkt median $256k
Open for
15d
since 20 Oct
Hiring · 30d
16
0 net · open roles

About the role

The owner of Pocket's consumer subscription business across our hardware device and mobile and desktop apps. Your job is to grow subscription revenue by improving conversion, monetization and retention.

Pocket has already reached hundreds of thousands of customers and is scaling toward millions. Every one of them buys a device, sets it up and starts using our mobile and desktop apps. Pocket Pro, our subscription, is a core part of the business and one of our biggest growth levers. You will own its P&L end to end, from the first paywall to renewal.

You will set the subscription and monetization strategy, define how we measure it, run a relentless experimentation program and work directly with engineering and design to ship improvements. You should be equally comfortable setting revenue targets with founders, designing a pricing test and digging into cohort data yourself.

You'll work side by side with our Head of Growth & Marketing, who owns customer acquisition and device sales. They bring users in, and you turn them into active, paying, long-term subscribers. On the product side, you'll work closely with our CTO to prioritize and ship subscription improvements. You'll report directly to the founders.

This is a senior, hands-on role. At first you'll be designing and shipping experiments yourself. As the business scales, you'll build and lead the subscriptions and monetization team.

What you'll own

Pocket's subscription P&L and revenue targets

Conversion: onboarding, paywalls, trials, checkout and Free → Paid across mobile, desktop and our 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 clear view of where subscription revenue is leaking and how to fix it

Product: working directly with engineering and design to ship subscription improvements fast

Shopify subscription attach together with our 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

What we're looking for

7+ years in consumer subscription, growth or monetization, including 3+ years owning subscription revenue or a subscription P&L

A 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 (e.g. Oura, Whoop, Peloton, Eight Sleep, Garmin) or strong subscription apps (e.g. Calm, Headspace, Duolingo, Strava, Noom, Flo)

Deep expertise in pricing and packaging: monthly vs annual, plan tiers, trials, credits and paid feature launches

Strong experimentation skills: test design, sample sizing, reading results and knowing when a result is real

Hands-on with paywall and subscription tools (RevenueCat, Superwall), product analytics (Amplitude, Mixpanel) and lifecycle tools (Braze, Customer.io)

Strong analytical skills: you can pull and read the data yourself and build the business case for where to invest

Strong product and commercial judgment: you optimize for long-term subscription revenue, not short-term conversion at the cost of churn

Willingness to be hands-on now while building a team over time

Clear communication skills and the ability to influence founders, engineering and cross-functional stakeholders

High ownership, low ego, intellectual honesty, and the ability to execute without constant direction

Shopify / e-commerce CRO experience is a strong plus

Experience building a subscription or monetization function from early stage is a strong plus

Source · Open Vision EngineeringFirst seen 2 NovOriginal ↗