This goes to show the value of actually watching users when they sit down in front of your system. Even though 'Click Start to Shutdown' seems unintuitive to all of us programmers, the usability study showed that it's what people expected. You can't really fault the Windows designers for following the users existing mental model rather than trying to change it.
I think that as tech people, we often forget that the vast majority of people that utilise tech are often less logically inclined than we are.<p>Or to put it another way, simplicity + attractiveness sells.<p>David Pogue did an interesting TED talk on this in 06 in which he made a quick stab at the start menu thing at about 10 minutes in. Linked below for reference.<p><a href="http://www.ted.com/index.php/talks/david_pogue_says_simplicity_sells.html" rel="nofollow">http://www.ted.com/index.php/talks/david_pogue_says_simplici...</a>