Jack "Captain Hindsight" Brolin is a superhero who "helps" people in need by telling them what they did wrong instead of helping them, although people still feel much better afterwards. He is later framed for having sex with Courtney Love, however the pictures were actually of Butters in disguse and a hobo with Captain Hindsight's face Photoshopped onto it. Partly because of this, but also due to the constant pressure he felt, he removed his special ability through the machine he gained it from in Mysterion Rises, and went back to work as a news reporter again. He was personally invited to superheroes group Coon and Friends by Cartman, even though, he refused to join.
Captain Hindsight is the only superhero in South Park to wear an actual, typical superhero costume, which is not made up of other mix-matched clothes. His hair is black with a single curl on his forehead, whilst his head is shaped closer to a regular person’s than the rest of the cast, with a slight cleft chin. He wears a yellow base suit, with red briefs over it, which has a black H emblazoned on his chest, with a blue eye above it. Around his waist is a plain red belt, with a red buckle. He covers his hands and feet with a pair of matching gloves and boots, as well as adorning a red cape, which bears his symbol on the back. Overall, his appearance is very similar to Superman's, with yellow replacing blue and a different symbol.
As Jack Brolin, he wears a blue jacket and matching pants, with a white shirt complete with tie, due to his career as a reporter, another allusion to Superman.
Perfect 20/20 hindsight is the power that Captain Hindsight is most associated with. With his natural hindsight abilities raised to superhuman levels, due to an accident with a retroactive spider, Captain Hindsight can immediately know how an event could have been avoided just by looking at the scene. As it is perfect hindsight, it may give him knowledge that he didn't already have, such as building designs, to work. However, this power appears to force him to know how things could have been stopped and express it vocally, as he is seen muttering to himself when he was talking to Mysterion, leading him to label it as a curse as he can't save the people anyway.
His only known, typical superpower, Captain Hindsight adopts a Superman pose as he flies. He appears to be able to move at superhuman speeds, as he is able to appear at catastrophes shortly after they happen.