Shopify.

Rebuilding onboarding for Shopify's move from online into in-person commerce.

Role

Design lead, player/coach

Responsible for

Strategy, Quality, Craft

Team

Retail Start

Scope

2M users

Overview

Context

Shopify was moving from online-only commerce to omnichannel. Merchants had to complete two separate onboardings (online store, then Point of Sale), stretching setup to four weeks and burning most of the 14-day Pro trial in the process.

Goals: shorten time to first sale, capture both tiers in the success metric, stop wasting the Pro trial.

Strategy

Three shifts in parallel. Restructure teams around the customer journey, redefine the north star metric, and replace the two onboardings with a single adaptive flow built on progressive disclosure. The throughline: design around where the merchant is, not how the company is organized.

Impact

  • ARR doubled in one year: $51M to $100M

  • Pro customers: 14k to 36k (+157%)

  • Basic customers: 22k to 28k (+27%)

  • Time to fully onboarded: 4 weeks to 2 weeks

Unified onboarding

Merge two onboardings into a single adaptive flow.

Self-served unified onboarding with personalization and progressive disclosure.

Pro trial

Stop wasting the trial. Make it visible, valuable, and well-timed.

A visible, persistent Pro trial, uncoupled from ecomm onboarding.

Hardware to online

Bridge the gap between physical hardware setup and the online product.

Hardware setup, troubleshooting, and test transactions, all in-product.