I hate having to up date WordPress or any of the plugins each time a new version comes out. Its not hard to do the updates but it is time consuming especially if you have a slow Internet connection. After reading much about the WordPress 2.6 in a forum couple of people were recommending the following plugin which will do the update for you at a click of a button, so I decided to try it out and it works great and gives you the option to back up files and the database.
Automatic WordPress Upgrades:
By Keith Dsouza.
Another useful plugin for letting you know when a newer version of a plugin is available: