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How would you approach testing a big migration or redesign, for example moving to a new backend or rebuilding the app?

Strategy and riskSenior

In shortTreat "it still works like before" as the main requirement. Inventory existing behavior, compare old and new side by side, test data migration and upgrade paths carefully, plan a gradual rollout with a way back, and watch production closely after the switch.

Model answer

The hardest part of a migration is that most of the requirements are unwritten: the old system is the spec, including behavior nobody remembers adding.

1. Inventory what exists

  • Map current features and flows, including edge cases: discount rules, rounding, time zones, deep links, emails, push notifications, integrations.
  • Use analytics and support tickets to see what users actually do, and talk to support about “weird” behavior customers rely on.
  • Decide with the product owner which differences are intended (the redesign) and which would be regressions.

2. Compare old and new

  • Run the same scenarios in both systems and compare results: prices, totals, search results, generated documents.
  • For backend migrations, compare API responses for the same inputs. Developers can often automate this comparison, and I focus on reviewing the differences.

3. Test the data and the upgrade path

  • Existing accounts with real-shaped data: very old accounts, long names, special characters, users with thousands of orders.
  • Upgrade from the old app version to the new one: are users still logged in, are settings, drafts and offline data kept?
  • What happens to users who don’t update the app but hit the new backend?

4. Plan the rollout with a way back

  • Prefer a gradual switch: a feature flag, a percentage of traffic, or one market first.
  • Ask early: how do we roll back, and what happens to data written in the new system if we do?
  • Agree on what to monitor in the first days: error rates, failed payments, support tickets.

Example: in a checkout migration, comparing order totals between the old and new system revealed that the new one rounded tax per line instead of per order. It was a few cents per order, but it would have broken invoices for business customers.

Learn more: Install, Update and Uninstall

What they're looking for

Awareness that migrations hide undocumented behavior, a plan for data and upgrade testing, comparison testing against the old system, and a rollout and rollback plan rather than a single big-bang release.

Common mistakes

  • Testing only the new screens and assuming old behavior carries over.
  • Ignoring existing user data, sessions and saved settings.
  • Not asking how to roll back if the switch goes wrong.
  • Treating it as a normal sprint of feature testing.

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