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The problem with the current walkdir implementation is that without a rich path object you end up making a lot of redundant system calls. Combined with the inherent overhead of nested generators, it just *feels* bad (even in situations where worrying about the speed is truly a case of premature optimisation)
The caching in pathlib should deal with the problem of redundant system calls, so rebasing walkdir on top of that would probably be a good idea (i.e. all walkdir APIs would produce pathlib paths, and implicit convert strings they encounter to paths).