What else did you and Andy do to develop Stanley, and what do you think separates him from the other kids in The Losers' Club?
Oleff: I would ask him about certain character traits, and he would respond to me very well. I also tried to keep my back straight for a lot of the movie. I usually do have good posture in real life, but I tried to have Stanley up it a little. That was an essential thing I thought Stanley would do, because he wants to be all proper and neat.
What sets Stanley apart is he's the most scared of IT in general. He's also the only one who really, really does not want to do what they're doing. That's laced throughout the film, like when he's constantly not trying to go to Neibolt. He's the voice of reason who no one listens to. He's always trying to tell everyone, Hey, maybe we shouldn't do this because, you know, we could die? And everyone's like, No, we gotta do this! They kind of push him through, and bad things happen.
What does the woman in the painting represent for Stanley?
Oleff: I'm not 100% sure on where Andy got the concept for the painting, but he kinda masked it for me, which kind of made it more mysterious. During filming I didn't see the woman on the painting at all. It was just a blank canvas. So having no idea of what she was gonna look like kind of freaked me out. He hasn't really told me a lot of what it means, but I think it was from one of his own childhood fears. I think he had a fear of this painting, and he's kind of translating that into Stanley, because it's definitely something he would be afraid of. Just her, in general, is terrifying to him. And IT as a concept. Stanley wants everything in line, and IT just throws everything off track. That's why he's the most scared of IT: He doesn't know how to react to IT, he doesn't know how to handle IT.