[joe_the_user]

Ostriches, emus, and penguins can't fly, though their ancestors were able to. That is not evidence that they are evolutionary dead ends.

Well, I can't say concerning Ostriches etc but a common pattern in recently emerged islands is for birds to reach the island first. There not being any predators, some of the bird species evolve to being flightless. Once rats or other mammals reach these Islands, these species tend to become extinct. So naturally occurring "evolutionary dead-ends" are certainly possible (European sailors releasing rats and rabbits to the many islands they visited accelerated the process but it is still "inevitable" since mammals will to a given Island sooner or later).

Sure, one can define selection and fitness "internally" and thus whatever survives is "fittest" up to a given point. But it seems reasonable to take an external view and judge that certain evolution paths lead to the end of species. There's no reason abolish this kind of analysis just because one has honed the specific, technical meaning of these terms so that they aren't concerned with the question.