We are talking about writing. Do you really think that most writers who need to improve know which of their writings isn't any good?
I have been an aspiring writer of sorts, and wrote articles at least once a week for several years without getting much if any feedback on the quality of my writing as opposed to its content. It is fairly easy for me to look back and see a steady improvement in writing quality. I also usually (not always) have no trouble knowing which of my writing isn't any good, and don't remember it having been otherwise.
I could be deluding myself but I certainly think some of my writing is better and some of it is worse.
Followup to: Don't Fear Failure
In the same theme as the last article, I think that failure is actually pretty important in learning. Rationality needs data, and trying is a good source of it.
When you're trying to do something new, you probably won't be able to do it right the first time. Even if you obsess over it. Jeff Atwood is a programmer who says Quantity Always Trumps Quality
The people who tried more did better, even though they failed more too. Of course you shouldn't try to fail, but you shouldn't let the fear of it stop you from tyring.
I wouldn't go as far as to say that quantity always trumps quality, but where the cost of failure is low lots of failures that you pay attention to is a pretty good way of learning. You should hold off on proposing solutions, but you also need to get around to actually trying the proposed solution.
I'm normed such that I'll spend more time talking about if something will work than trying it out to see if it works. The problem is that if you don't know about something already, your thoughts about what will work aren't going to be particularly accurate. Trying something will very conclusively demonstrate if something works or not.
Note:
I originally had this as part of Don't Fear Failure, but that post got too long.