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Henry Bowers is the secondary antagonist of the miniseries IT and a somewhat minor villain in the film. He is the Losers' arch-rival, the leader of the Bowers Gang and Pennywise's henchman in adulthood.
He is portrayed by Jarred Blancard as a teenager and by Michael Cole as an adult.
IT[]
His character is basically the same is in the novel. Here however, Henry is given a noticeably more greaser-type appearance with his leather jacket being colored brown rather than pink. After being humiliated by the seven main characters known as the "Losers Club" by him and his clique upon defeat during a rock fight, Henry's sanity begins to finally deteriorate, with a final push from It. He and his two closest greaser friends Victor Criss and Belch Huggins, followed the Losers to the sewers to kill them as revenge. Vic splinters off per Henry's orders to set up an ambush by back going out through where they came in and surprising them to chase them back towards Henry and Belch. While doing so though, Vic is surprised and killed by IT in the form of "Deadlights". Elsewhere, Henry and Belch (who are apparently unaware of Vic's death at this point) grab Stan Uris and Henry prepares to kill him with his switchblade while menacingly telling Stan to "think about every rock he threw" before he does so. While holding Stan, Belch notices a strange light eminating from a nearby pipe, which he points out to his friend. The mysterious light (which turns out to be the "Deadlights") bursts through the pipe, knocking Henry and Stan to the ground and grabbing Belch. Both of them watch in horror as Belch's dragged through the pipe and eaten, though Henry thinks he was just kidnapped. A shocked Henry calls out his friend's name, only for the "Deadlights" to remerge and, though sparing his life, terrifies Henry to the point where his hair turns white. Though he is not seen for the remainder of this first part, it's confirmed that Henry was eventually arrested by the police, who assume that it was Henry who committed all the murders that year (perhaps under It's influence). And Henry is found guilty and immediately placed into Juniper Hill mental asylum for the rest of his life.
Henry Bowers In 1990.
3 Decades later, Henry's a poorly aged patricide still locked up in the asylum. When Pennywise returns he manipulates Henry to kill the main characters and helps him escape the institute where he near kills a now adult Mike Hanlon in the hotel the heroes are in, the only African-American member of the club. When Eddie And Ben went to save Mike, Henry accidentally stabbed his chest with his switchblade in the process and died. The losers cover his body and have a discussion on what to do next.