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When I go to Photo > Edit In > Photoshop (Or anyting else!) the entire selection menu is greyed out. Any suggestions?
If it was just PS, I would say reinstall PS.
If other external editors went missing as well, I would say reset the preferences file.
Grey 'Edit-In' menu may be caused by-
1) The photo is 'missing'. Grid view thumbnail is showing a [!] on the border? (or a corrupt file)
2) You are using Smart Previews and the original file is not connected to the computer or available to Lightroom. (eg. external usb drive not connected)
3) Lightroom and Photoshop are not linked correctly in Registry/plist. See this link-
EDIT IN Photoshop command missing