Upgrades generally make me nervous, as you never know what kind of issues you are going to run into with various plugins and other customization work you have done. Fortunately, I had a lot of sites to mess around with before moving onto this site and my client sites. So here are my experiences in the magical world of upgrading.
Dofollow – from WordPress 2.8.4 to 2.9
My first attempt at upgrading was with my Dofollow Blog Directory. It was sitting at version 2.8.4, and I used the automatic upgrade option which went smoothly. No issues with my plugins, which I forgot to deactivate before upgrading.