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I have a CMD prompt shortcut pinned to the taskbar but I can only launch it once? So I have to have yet another icon on the desktop to launch multiple windows? (The same thing applies to many app that I need to launch multiple copies of MsTSC / SSH etc.)

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Hold Shift while you click the pinned program.

This will open a new window of the app as opposed to activating the currently open window.

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Excellent !! Thank you ! – user109575 Dec 14 '11 at 19:32
@user109575 Remember to click the checkmark next to this post to accept it as the best answer. – Daniel Beck Dec 14 '11 at 19:41

You can launch new instances of pinned programs at the first 9 (or 10?) positions by pressing Windows-Shift-N, with N being the position from the left.

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ooooh neeet! I didn't know 'bout that one! ... except it wouldn't work for my long-list of pinned apps. /sigh too many windows... – TheCompWiz Dec 14 '11 at 17:35
two out of three aint Bad - But thank you for the response. ( Not that there's anything wrong with it - I'd just have to learn how to count ;) – user109575 Dec 14 '11 at 19:33

You can middle click any item on the taskbar to launch another instance.

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right-click click on the "Command Prompt" in the popup menu. Tadaa... new command prompt.

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Or, more generally, the menu item with the same name as the application. – Daniel Beck Dec 14 '11 at 17:34
Thank you also - Always more than on way to Skin a cat – user109575 Dec 14 '11 at 19:33

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