The latest episode of It: Welcome to Derry dives deep into the unsettling world of Pennywise, as various characters venture into the dark sewers under 29 Neibolt Street. Among them are a team of armed Air Force members, an Indigenous community member armed with an alien dagger, and a group of awkward teenagers, all on a quest that nobody fully understands. They know they’re searching for something evil, a creature that delights in disguise, notably as the infamous Pennywise the Dancing Clown, but the true nature of their pursuit remains shrouded in mystery.
One pivotal figure in this chase is Dick Hallorann, portrayed by Chris Chalk. Military officials have specifically chosen him for this unconventional mission due to his psychic abilities. Stephen King enthusiasts recognize Hallorann well, particularly from Scatman Crothers’ iconic portrayal as the older Hallorann in Stanley Kubrick’s 1980 film adaptation of The Shining. In Welcome to Derry, we are introduced to a younger, more brash Hallorann, who struggles to contain the terrifying aspects of his gifts.

In the fifth episode, aptly titled “29 Neibolt Street,” we witness It infiltrate Hallorann’s mind, exploiting his traumatic memories connected to his abusive grandfather. Hallorann, alongside his grandmother—who also possessed psychic gifts—must confront these haunting recollections. As his grandfather, morphing into Pennywise, uncovers a box containing Hallorann’s deepest fears, the scene becomes a metaphorical representation of the battle between light and darkness.
This mental box is not just a visual element; it resonates with Hallorann’s internal struggle to cope with his past. By the time Hallorann exits the sewer, he encounters Pauly, a fallen comrade who should not be walking. This revelation marks a pivotal change, suggesting that Hallorann must now confront these unleashed memories and fears that he has tried so hard to suppress.
While Welcome to Derry teases the implications of Hallorann’s mental lockbox, fans of the source material, particularly King’s sequel, Doctor Sleep, are left curious about its true weight in the storyline. In Mike Flanagan’s 2019 adaptation, Hallorann reappears in spectral form, imparting wisdom to Danny Torrance. He conveys the importance of building a mental box as a protective measure against the dark entities drawn to them because of their psychic abilities.
Hallorann tells Danny, “You’re gonna build one just like it in your mind,” emphasizing the importance of mental fortitude. In conjunction with this, he expresses the struggles he faced with his own grandfather, illustrating how past demons continue haunting him even after death. Thus, he imparts the wisdom of preparation, which seems to directly contrast with what Hallorann faces in Welcome to Derry.
Chris Chalk and co-showrunner Jason Fuchs further elaborated on Hallorann’s trauma. Chalk describes his character’s journey: “All the terror that he has ever seen, he just slipped it in the box.” This metaphor of locking away fears resonates throughout the episode, emphasizing that the entities trapped within do not easily yield to confinement. Fuchs highlights that this traumatic unveiling will explore deep, dark corners of Hallorann’s psyche—a journey that promises to transform him irrevocably.
How does Hallorann’s trauma connect to his psychic abilities? Hallorann’s struggles with his past shape his powers significantly. His attempts to suppress dark memories manifest uniquely in Welcome to Derry, illustrating the intricacies of memory and fear.
What role does the mental box play in the narrative? The mental box serves as a crucial representation of Hallorann’s internal conflict. It symbolically encapsulates fears that, once unleashed, threaten to change him forever.
Will Hallorann find a way to overcome his past? The journey ahead seems tumultuous. As Hallorann grapples with newfound challenges, viewers can expect suspenseful developments that could lead to significant character evolution.
When do new episodes of It: Welcome to Derry release? You can catch new episodes every Sunday on HBO and HBO Max, ensuring your weekend is filled with suspense and intrigue.
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