Creepy

I've gotten a lot of mileage out of Barely Sociable. Well paced, well written, and well spoken. Has a great voice for telling eerie tales. Some favorites include his retelling on how the creator of the dark web marketplace Silk Road was caught, and the Lake City Quiet Pills website.

There's also Nexpo, who doesn't get quite into the creepy weeds as Barely Sociable (much of his backlog is more "internet creepypasta" tier), but I put his content into the same vibe category. The two have collaborated in the past. It's not among his creepiest tales, but the "yayvideogames" video sticks with me for some reason.

If you like going down rabbit holes, well... Down the Rabbit Hole. Super high quality channel. Never "creepy", per se, but some of the topics covered have been... unsettling. The one about the Collyer brothers was one I found particularly gripping.

Then there's Brick Immortar, my preferred of the bunch. He very solemnly recounts harrowing infrastructure collapses and vehicular accidents. It's never creepy, but he goes into excruciating detail setting up everything that goes wrong just before a major incident, setting a deep air of dread that feels similar. His video on the sinking of the offshore oil drilling platform Ocean Ranger gave me great pause. An absolute cascade of failure after failure that resulted in all souls lost.

It's quite removed from what you asked for, but I'll also toss a shoutout for RojoFern, a rising channel with three video essays to date, two of which I've seen so far. One is about history's largest tornado, and another is about the world's largest mushroom cloud. Neither are creepy, (in fact, he can be rather humorous), but the way he visualizes these titanic phenomena does give me some substantial existential dread.