Well I have my XP system running a script that activates the taskbar by hover rather than click.
So for normal taskbar buttons, the button is clicked & the app is brought forward.
For groups, the menu is displayed on hover & you click the app you want.
Also the Start menu is displayed on hover.

If the grouped windows are all activated on hover - how would you control which window you actually want on top?
If a group contains 3 or 4 windows, the activate on hover will just activate them all in a certain sequence & 1 of those will end up as the foreground window.
Now I'd guess that more often than not, that will not be the window you actually want 2 work with - or at least often enuf that it becums really annoying.

If you wanna try the Autohover script I'm using, let me know & I'll post it here.
I even gave it 2 a friend & in just a week she got so used 2 it she immediately noticed when it wasn't running & she had 2 click those buttons.

Yr idea is doable with a bit more hacking, but maybe you can explain how you expect it 2 work in the situation I described above

Well you can try to change the lines

    oItem.ShowCategoriesDialog
    oItem.Send

to

    SendKeys "{F7}", True
    oItem.ShowCategoriesDialog
    oItem.Send

But it will invoke the spellchecker & move on regardless of whether you cancel the spell check.
Outlook doesn't expose a full interface to the spell checker & trying 2 hack it is not worth the effort 4 sumthing like this.
So I suggest use this method & if it becomes a problem, get into the habit of pressing F7 to run spell check yrself, b4 hitting the send button.