I think I have an idea as to what is causing the update issue. Probably.
It appears to be something to with the amount of text in one document. At least, that's what I gathered. As an experiment, I tried to post each one of the Summaries into the Document individually, and it worked up until I tried to post the Season 14 Summary, which currently stands as my longest summary (if only due to me heavily refining it recently).
As a result of this, moving forward, Season Summaries will be condensed into separate documents. Each document will contain about three seasons apiece, with one year in-canon corresponding to each of the summaries.
So yeah. Sorry to bother you, and I hope you have a good night. And to those of you who actually read it, I hope you continue to enjoy what you've read thus far.