I just upgraded to WordPress 2.7. I’ve done a few WordPress upgrades now so it usually goes pretty smoothly but I know from experience how difficult some people find upgrading web apps which is why I thought this comment on the WordPress blog was interesting:
… this may be the last time you ever have to manually upgrade WordPress again. We heard how tired you were of doing upgrades for yourself and your friends, so now WordPress includes a built-in upgrade that will automatically notify you of new releases, and when you’re ready it will download them, install them, and upgrade your blog with a single click.
This is something we’ve talked about doing with OpenX so I’ll be interested to see if it works when the next WordPress version is released.