Outside Tonight, then, raises a fascinating question: Is there room for young people—and the things they talk about—in late night? “Late night just like is so deeply ingrained in culture, and there’s all this conversation about late night struggling and are people really watching it,” he continues. I think what is happening is I don’t think late night is speaking to people in a way that it may be used to.” It’s not just late night, but across all media and culture, where the question of “how much Trump?” One of the reasons to launch Outside Tonight was to do a project that allowed him to be truer to himself.