WP Plugin 'Live Update'?
Holy cow. Leave the Wordpress world for a few years and the features just seem amazing. Apparently, the latest version (or perhaps one a few releases earlier) notifies you when you have a plugin that is out of date and will allow you to update it from w/in the admin interface. No more tracking down the plugin author's website, downloading, unzipping, uploading to your server, and configuring.
Perfect.