When a $25k redesign accidentally kills your retention

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We spent months cleaning up an interface that worked fine but looked a bit dated, only to watch users get completely disoriented by the new layout.

Even though the new design scored much higher on aesthetics and modern UI tests, our churn spiked because people couldn't find their regular daily workflows anymore. Muscle memory matters way more than pretty padding.

How do you roll out a massive UI overhaul without frustrating your oldest power users?

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