Earlier quoted context omitted.
It's especially annoying if you log-in on a SaaS service to find out their redesign makes things worse. Actions that took one click, now take three clicks. As they seperated their single products into different products, removing navigation elements, introducing long animations, don't update their CSS for mobile devices, etc.
Does a redesign ever make things better?
As for re-designs, I think that it depends on the basis for decisions and effort spent in the re-design.