Sometimes, it seems like the lead antagonist has deliberately chosen the most incompetent, craven, cowardly, or just plain unreliable underlings around... the trope often culminates in a second-in-command that, instead of being the best of what the lower ranks has to offer, seems to be the living distillation of everything that makes the incompetent underlings what they are. This version is often punctuated by having the right-hand man actually secretly trying to undermine and/or replace the Evil Overlord, but just too incompetent to be a real threat.
Fan Casting
Private James Frazer
Lady Edwina Hogbottom
Bully (The Animals of Farthing Wood)
Felonious Gru
Odysseus (Epic: The Musical)
Scar
Winifred Sanderson
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