I have been thinking about this, there are some videogames i usually revisit every year or so like some older Fable and AC games. I dont reread comics that much, outside some outstanding issues like The brave and the mold from Tom King’s Batman or Lemire’s Green Arrow, but those have been more occasional rereadings more than a yearly ritual.
I’m not sure if this is fair game because it’s a webcomic, but I’ve re-read Kill Six Billion Demons multiple times. The art, the little fables underneath, it’s all done so well. The drawings regularly burst with detail, and you can spend several moments just noticing different things in a panel. I think the author is in the process of finishing up the last chapter now, but it’s a great ride.