Anyone who’s been visiting for awhile knows that I’m not a big fan of the Auto-Upgrade plugin for WordPress and that I prefer upgrading manually. I’m not against the plugin. I think it’s made it possible for more people to upgrade their own WordPress installations. I prefer manually upgrading because I have more control (and I’m not a control freak, just a scheduling freak) and I am better able to troubleshoot the problem when something goes wrong with the upgrade.
And things do go wrong. Frequently. That being said, the Auto-Upgrade Plugin works fine when the upgrade is minor, such as from a .1 to a .2 version. But if you are upgrading from WordPress 2.0 to 2.6.2, I highly recommend you do it manually. If you aren’t familiar with the process, I recommend someone do the upgrade for you.