I have updated my blog to WordPress v2.8 which was just released. This time I tried the auto upgrade option. It seems to have worked well. Even so, once again I had to edit the /wp-includes/vars.php file to force $is_apache to true (see below) since the SERVER_SOFTWARE variable comes back as WebServerX instead of Apache.
* Whether the server software is Apache or something else
* @global bool $is_apache
//$is_apache = ((strpos($_SERVER['SERVER_SOFTWARE'], 'Apache') !== false) || (strpos($_SERVER['SERVER_SOFTWARE'], 'LiteSpeed') !== false)) ? true : false;
$is_apache = true;
* Whether the server software is IIS or something else
* @global bool $is_IIS
$is_IIS = (strpos($_SERVER['SERVER_SOFTWARE'], 'Microsoft-IIS') !== false) ? true : false;
There was some code I modified in the RSS Feed widget in /wp-includes/rss.php in previous versions; however, so far it looks like I may not have to reapply that code. After completing the upgrade I did notice that I had to upgrade the TinyMCE Advanced plug-in for WordPress 2.8 compatibility.
Other than the modification to vars.php which I have always had to do, the upgrade went smoothly.
Of course, I did perform a complete database and file backup before upgrading!