Comes from NBC's Parks and Recreation. This is a term used to express extreme
disappointment, annoyance,
frustration, disbelief, dismay, dumbfoundedness, or irritation at yet another dumb thing that Pawnee, Indiana Parka and Recreation Department employee Garry "Jerry" Gergich has done.
This term can be used generically to express the above reaction at any
stupid thing that anyone does by replacing the person's real name with "Jerry."