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Why is Illustrator's 'Trim View' greyed-out in the drop down-menu?
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What OS version are you running? Has it worked before?
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In this case was a modified print.ai that was too large 300mb. https://community.adobe.com/t5/illustrator-discussions/why-is-trim-view-greyed-out/td-p/13358096
I see you have inkquest and am wondering if that might be conflicting.
Until we get more information to be able to help you. try Shift F to go into prevention mode, and escape to exit. That key command works if you are not setting type.
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Also make sure you did not hide artboards.
Once you let us know if this happens to all documents or just this one, that will eliminate most of the possibilities.