Knuckles the Echidna (Prison Galaxy)

Knuckles the Echidna was a security guard at Prison Galaxy. Unfortunately, he was asleep when Run the Hedgehog, Duck the Duck, and Valentine the Mink sneaked out of the showers to meet with Think the Stink and devise a plan for their escape. So it can be argued that his incompetency is the primary reason Prison Galaxy was destroyed. He of course died when Prison Galaxy did.