I found this issue while I was looking in CoreGui on a local server:
In this example, you can see that some of the UI elements fail to automatically reposition once the Name property changes to have multiple lines:
Strangely, changing the name again via command does re-render the menu if it has the same number of lines as the previous iteration (as you saw in the second video).
The value doesn’t only have to be a string, it also occurs with reference values like ObjectValue.Value:
As a sidenote (related but perhaps for another bug report), the Value property doesn’t refresh when the referenced instance’s Name property changes: