Square Peg Syndrome 

A case of extreme persistance and/or stubbornness in trying to force something that just won't fit, esp. physically but also metaphorically. Often caused by a desire for efficiancy that ends up counterproductively wasting time and ending with a precarious outcome or damage if left unchecked.

There was simply no room left in the cabinet, but Joel and his Square Peg Syndrome kept trying to stuff that Pop-Tarts box in there.

Square Peg Syndrome by Zaenos August 10, 2006