I mean the timeline does make sense when you look through it. The second timeline is more like a reboot that started with Gen 6 that they lampshaded in the Delta Episode. It's like the Star Trek timeline almost.
I live for timelines tbh. I've been watching the Pokemon timeline for a while now, though I don't think that the spin offs really fit very well into the main franchise, outside MAYBE Ranger, and even that has some surprising insinuations about the Pokemon world I'm not sure feel right.