I almost included GoT on my list but figured you had already seen it. Definitely try to get on that shit. I would prioritize that over everything else on your list except for maybe "The Office"- I recommended "Extras" instead because it's more accessible and all-around better whereas "The Office" can be cringe-inducingly awkward (but gloriously so IMO). But re: GoT, I was a hold out just like you. Don't like swords and sorcery, LOTR, none of that shit. And it basically until the end of the 1st season to really grab me but once it did, it became maybe the most addictive TV dramas I've ever watched aside from "The Wire" and "Breaking Bad".
Wait, there's *no* movies on your list? Or was that a mistake? I have *tons* of movies I want to see, I just don't have the patience/time/desire most of the time. Pretty sure I posted this before but in case you need inspiration: https://rateyourmusic.com/list/hellaguru/why-havent-i-watched-this/
The only one of those discographies I'd consider going through is Soft Machine's and that's basically like listening to, what, like 5 or 6 different bands? The main thing I'd recommend is the 1st BBC collection ('67-'71). Along w/ the Hendrix set, that's the best BBC session ever and features killer material from the era which comprised the first 4 albums (basically until poor Robert got the boot). They also have some other great live sets from this period like "Live At The Proms 1970" (included w/ the reissue of "Third"), "Live At The Paradiso 1969" (featuring most of the 2nd album), "Festival D'Amougies 1969" and also that "Jet-Propelled Photographs" collection of early demos. Maybe start w/ the early primo period before diving into the slick jazz-rock they became.