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I do it all the time… it just works for me. I have done it with and without a KVM and just using a cheap acer LCD (no touch screen).

Other than checking the obvious like the cable, are you sure the monitor has a compatible resolution?

T112, R72, iDR48 w/M-DANTE (2), PL10, MixPad, Editor
MacBook Pro, Mac Mini
Lion/Logic Pro/PT10
All latest versions/firmware