Drew Ackerman, operating under the alias Dearest Scooter, produces the Sleep With Me podcast, a pioneers of the 'boring' audio genre designed to help listeners navigate insomnia. He utilizes a distinct alt-mumble narration style characterized by circular tangents and intentionally meandering story arcs that distract the mind from racing thoughts. Ackerman frequently explores popular culture through sleep-inducing lenses, specifically in episodic series like Snore Trek and The Good Place to Sleep, which repurpose familiar television narratives into monotonous bedtime stories. Recent expansions of his portfolio include the Walk With Me series, which provides low-stimulation ambient walking tours of locations such as Huckleberry Preserve and Coit Tower. His work integrates surrealist humor with the narrative structure of a 'friend in the room,' a technique refined during his tenure as a librarian. This approach has secured collaborations with Night Vale Presents and 99% Invisible, establishing his method as a notable case study in non-meditative sleep aid and mental health support.