Wordpress 2.7 is such a breath of fresh air. The admin interface feels great and they fixed so many small things that used to drive me nuts.
One of these items was the file uploader. Here is Wordpress 2.6:
My use case is that I use the full size image 99.99% of the time. I never want to link to the image itself in the hyperlink. However, the admin interface tries to force me down that path EVERY darn time. I would find myself hacking up the Wordpress code to give me what I want, and then when I upgrade I had to do it all over again. Grr.
Then I upgraded to Wordpress 2.7 and got:
It remembers. Imagine that! Kudos to the Wordpress team.