1. [adj]  so undesirable as to be incapable of arousing envy; "unenviable notoriety"
2. [adj]  hard to deal with; especially causing pain or embarrassment; "awkward (or embarrassing or difficult) moments in the discussion"; "an awkward pause followed his remark"; "a sticky question"; "in the unenviable position of resorting to an act he had planned to save for the climax of the campaign"

UNENVIABLE is a 10 letter word that starts with U.