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I have verified that this definitely happens when I switch from another application back into omnigraffle it grays out the menu item...For my home machine I have a fresh Lion install, not overtop of an existing OS install. I have no other programs running aside from dropbox. I do have the latest version of Xcode installed if that makes a difference. I am posting my current stats from the about dialog in omnigraffle:

Build details:

Product: OmniGrafflePro-5.3
Tag: OmniGraffle/5.3.6/GM-v138.33
Date: 2011-11-07 08:48:50 -0800
Builder: ryan
Revision: 157554

Xcode: /Developer
Xcode 3.1
Component versions: DevToolsCore-1100.0; DevToolsSupport-1086.0
BuildVersion: 9M2199

Let me know if you need to see the other tag information displayed below this. I will check my work machine tomorrow to make sure this bug explains the behavior I am getting there as well. Thanks!