Welcome To Derry’ Keeps Making One Big, Annoying Mistake

HBO’s new IT prequel, Welcome To Derry, is at times incredibly frightening and at times a compelling character drama about a weird little town in Maine during the Civil Rights era. Unfortunately, it’s also incredibly frustrating. One creative decision in particular keeps holding it back from true greatness. Light spoilers ahead.

The story, based on the novel by Stephen King, follows a sprawling cast of characters, both children and adult, as mysterious events begin to occur in Derry, Maine. There is a group of kids, reminiscent of those from the book and movies, investigating the disappearance of another child, and later the disappearance of several more. Something wicked has found its way into the town.

The military has also set up shop, investigating this dark presence, and they’ve even brought in a young Dick Hallorann (Chris Chalk), the psychic from The Shining, to help in their efforts. We follow a number of these military men and their families as this investigation plays out. We also meet a new character, Rose (Kimberly Norris Guerrero), in Episode 3 – a local indigenous woman who shares a past with General Shaw (James Remar) who is heading up the military operations.

We also follow Lily Bainbridge (Clara Stack) a young girl who has spent time in a mental institution for her “visions” and Ronnie Grogan (Amanda Christine) a young black girl whose father has been accused of murders he didn’t commit. They’re joined by a number of other children, but these are the central young protagonists.

‘Welcome To Derry’s Biggest Mistake

At its best, Welcome To Derry is quite scary. The picture at the top of this post is from the opening of the third episode, when a young boy visits a house of horrors at a traveling circus outside of town, decades before the events of the main story. He sees a shadowy figure who invites him to come closer. When he approaches, the withered old one-eyed man strikes a match and says “Now you see it!” in a terrifying voice, and the boy runs from the tent, terrified. It’s a great moment, underscored by his father’s reaction. “Don’t be a sissy,” he snaps, before giving his son a slingshot.

Later, the boy and his new friend, a young indigenous girl, are playing out in a meadow. The boy runs into the woods and she calls after him to stop, clearly frightened of the forest. But the boy doesn’t listen, and when he realizes he’s alone, deep in the forest, it’s too late. The old man from the house of horrors appears, popping out from behind a distant tree. Then he appears closer, stepping out from behind a different tree. It’s deeply unsettling. I was urging the boy to run for it as I watched, while fully expecting that no matter which way he went, the creepy old man would be there waiting.

And then Welcome To Derry makes the same mistake it keeps making episode after episode (though chiefly in the first and third): It transforms the creepy old man into a slavering beast, running on all fours with its massive jaw snapping open and shut hungrily as the boy runs away.

This, of course, is a form of Pennywise the Clown (Bill Skarsgård). One incarnation of that infamous evil, at least, and an earlier one. But it’s so much more frightening as a strange grey man staring out across the green underbrush than it is as a monster charging after the boy.

The Demon Baby Of Derry

A similar thing happened in the first episode. A young boy is running away from Derry and a clearly abusive home one cold winter night, when he’s picked up by a nice family. The dad drives and the mom fusses over the boy, who is sat in the backseat next to another boy and his older sister. The brother has a weird quirk: He spells everything out. The mother encourages this, giving him words to spell.

As they drive – “Anywhere but Derry,” the boy pleads – the spelling bee grows darker and more ominous. The girl reaches down and pulls out a tupperware labeled “liver” and begins eating pieces of it while staring at the runaway. The scene gets more and more intense and frightening until suddenly the mother cries out in pain. She’s pregnant, and she’s about to have the baby.

Source: https://www.forbes.com/sites/erikkain/2025/11/11/it-welcome-to-derry-keeps-making-one-big-annoying-mistake/