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One possibility is that Outlook is running but the window is either minimized of positioned off the main screen. I saw several reports of this. Some think it is due to closing Outlook when the window is minimized. The technet forum link below is useful. One of the fixes/workarounds listed is an explanation provided in the youtube link below.

http://social.technet.microsoft.com/Forums/office/en-US/4f0579aa-3c31-4acd-9537-454cb7953489/outlook-2010-runs-but-window-wont-open

http://www.youtube.com/watch?v=CdFtBIp80FM

A quick summary of the steps described in the video:
1) edit the shortcut properties to change the run mode from “normal window” to “maximized”.
2) open outlook – it should now open maximized.
3) Right click on the taskbar and choose cascade this will change the outlook to a non-maximized state but should leave it visible on the screen.
4) close outlook. Outlook should then keep this window position as the default.
5) Edit the shortcut properties and change the run mode back to “normal window”

I also noticed something that could explain why outlook does not appear on the taskbar. In the system tray you may see an Outlook icon once outlook is open. Right click this and see if the “Hide When Minimized” option is checked. If Outlook opened minimized this setting would leave it off the taskbar and may also prevent it from showing with the ALT-Tab task switching.

I’m reading this comment over 3 years later, and it’s still a lifesaver. Thanks!