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In complex situations like this, a little message console can be the perfect solution. Just put it somewhere really obvious (at the side / bottom / or perhaps near where the disabled button is located), and have it pop up to display details of any validation errors / issues that are blocking the user from continuing. The console box should only be displayed ...


The point of disabling a button is to indicate that action is required from the user to proceed but also to avoid displaying error messages. so explaining to user why a button is disabled defies the purpose. I would suggest to look at the journey carefully to make sure that the user is guided through in an optimal manner through both content and messaging ...

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