Schedule?

I'm really curious if Dragoniade plans out what shows he's gonna add/update in advance and if so how far in advance I feel like he does but the selection always feels so random

It depends.
I have a folder of "ready to go" show that I pick into randomly to fill.

I also pick a show and often try to fill with the related content. For example a full trilogy, a show and movie or a few release and spin-off.

Or if something is newly released, I'm more likely add it too.

It depend on what I see, catch up and spot. Or rarely, what is suggested (like the Sabrina I'm working on)