> The last time was Windows 2000. Now, that was some quality software.

It was good, but IIS had some faults, can't remember what, they wanted to replace it quickly with 2003. There isn't much wrong with Windows XP, objectively speaking.

Prior to iis 9, if you use the GUI to change a SSL cert of a site, it would change ALL sites to that cert.

You had to use powershell iis commandlet to change per site.

The newest IIS finally fixed that.