Upgrade WordPress is, frankly, a pain in the you-know-what. There are updates frequently – usually for good cause, such as security. Sometimes they come as often as twice a month. Sometimes an update needs to be updated … several days after being released. This means doing a back-up, breaking out the FTP app, updating files, crossing fingers that you’re not over-writing anything you don’t want to be, and generally a half an hour of pure PITA.
WordPress Automatic Upgrade, on the other hand, is as simple as clicking a few links and downloading a few files. In fact, I was finished in a matter of about 3 minutes – no nail-biting required.
Nice. Very nice.
Frankly, it’s something that Matt Wullenberg should consider putting into the standard WordPress install. It would make the process of maintaining a WordPress installation much, much easier.
Of course, that might have a negative effect on WordPress.com …