Second place, the battle for Endor in Return of the Jedi, where the Empire loses to some stuffed animals not because of military strategy, but because they appeal to the target demographic and are cute.
He also forgot history. The first thought in my mind as I watched the attack begin was "Custer's Last Stand".
"Kelly's Heroes" is a great comedy take on the Army, as is "Stripes", which showed comedic respect for the Army while still mocking the idiots. Sorta like the real Army, which is why I've watched the movie a dozen times.
“...the Empire loses to some stuffed animals not because of military strategy, but because they appeal to the target demographic and are cute.”
These days, that strategy might actually work.