Your comments

From my understanding, something similar is possible by hotkeys software. Check whether "HotkeyP" please you. See "Send keys to window" and similar commands in HotkeyP Help File.
That means adding "Hovering"  in Taskbar Inspector Context.

Isn't it?
Hi, to solve your problem try:

  • Check in 7+TT Options: Right Click > Standard window menu
  • To get Jump List in Pinned Items use : Dragging the the pinned item updise.
Let us know if this trick solved your problem..
Let's ask otherwise, What is your frequently use with the Icon? getting the Taskbar Inspector?
Hi,
Why can't you take out Outlook button from the group (by puling it upside), and then set it to show labels: never ?

See also:
http://tweaker.userecho.com/topic/167176-combinedecombine-by-ctrlshiftalt-mouse-click/

Maybe it also can help you?
Ask RaMMicHaeL what is the best way to do it.
Please  specify color... maybe can help
I didn't try myself, but maybe we can get over this problem by "Taskbar Pinner". Just now I came across this:
http://www.askvg.com/taskbar-pinner-freeware-to-pin-almost-anything-to-windows-7-and-windows-8-taskbar/