Curate, connect, and discover
You know, with everything new we've gotten out of the Book of Bill, there's one thing in particular that my mind keep coming back to. Sure theres Bill's past, his relationship with Ford, seeing him on the verge of a breakdown due to going to a mental hospital, but that's not what I'm talking about here. It's this:
For those using text to speach, it's the part of the book where Bill talking about dreams. This one being about Wendy. It says, "Almost every dream is about her mom. Sorry, Pine Tree!"
Now why would this be so interesting, isn't it a basic description of Wendy's dreams with a mild dig towards Dipper? Well, the thing that makes this so fascinating to me is that by the end of the series Dipper is over his feelings for Wendy. He finally understood that he wasn't an option for her, he was just to young for her (she being 15 and him being 12). They built an incredible friendship together with no possibility of things becoming romantic. There's also the fact that Dipper would never be so selfish as to get butt hurt about someone he liked dreaming about their family instead of him.
So why would Bill take a dig at Dipper? Is it that...he's incapable of understanding someone changing? That he expects everything to ultimately stay the same? For Dipper to be the same anxious hormonal pre-teen he was at the beginning of the series? That Dipper being able to do something that he never could, probably even outright refuse to do, enrages him? We may never know, but it does show how Bill is antagonistic to the show's message itself (how things won't stay the same forever).