Day One – Growth Experiments to Drive Premium Conversion

Project Snapshot

Led a series of UX-driven growth experiments at Day One, focused on driving engagement and increasing premium subscriptions. Over the course of multiple iterations, we achieved an 18% increase in premium conversion.

DayOne Key Screens (Appstore)

Problem & Opportunity

Day One allowed users to journal locally without creating an account, limiting our ability to re-engage users or showcase premium value. Most users only kept a single text-based journal, unaware of features like photo entries or multi-journal organization — both key upgrade triggers.

Start Sheet Behaviour

My Role

I led the design strategy for all growth experiments, collaborating closely with a product manager. Together we analyzed user behavior, formed hypotheses, created and tested new UX patterns, and continuously iterated based on results.

Web Client UI

Key Activities & Process

  • Simplified the “Start Entry” sheet to prioritize photo entries and reduce cognitive load
  • Redesigned onboarding to encourage account creation and highlight multi-journal sync
  • Ran multiple paywall experiments, testing variations in value framing, content, and layout
  • Updated the journal picker UI to support future features like shared journals
  • Designed a technically complex location picker that grouped nearby spots into meaningful journaling places

Design Highlights

New Start Sheet:

Streamlined a cluttered entry creation flow to promote quick, photo-first journaling — a key conversion trigger.

Start Sheet V2 Experiment Design
Metadata + Start Sheet
Metadata Placement Experiment

Paywall Experiments:

Tested a wide range of copy, visuals, and themes to find a 30% better-performing variation.

Paywall Variants

Location Picker:

Reimagined how Day One handled location tagging by surfacing meaningful places, not just GPS points — technically challenging but rewarding.

Location picker

Impact

  • 18% overall lift in premium subscriptions
  • 25% Increased usage of photo entries
  • 12% Higher account creation rates
  • Set foundation for future product expansions like journal types and sharing

What I Learned

Small, well-targeted UX changes can dramatically shift user behavior. Meanwhile, complex features may flop if they don’t address real user needs. The key is in staying grounded in user behavior and validating early.

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