Some years ago we decided to move from Perl to Python for new projects because Perl programs had a way of always ending up as maintainability nightmares and because Perl seemed on the way out anyway. It largely worked, but we were never really, truly happy with our Python code. I suspect part of the reason is that Python can be (or at least feel) less succinct than even C if you do lots of low-level file system stuff with close error checking. The true reason is probably largely aesthetic. We can't explain what's wrong, we're just vaguely uneasy.
What other alternative to C should we be looking at? Ruby? Haskell? Is Go there yet? We have very open minds and are willing to consider pretty much anything that gives us reasonably easy and unmolested access to syscalls and their return values.