Genuinely not sure what his end game is. To a certain extent he treats fans of ASOIAF with contempt the way he delays finishing these books. Sounds melodramatic, but it's almost like he takes a bit of glee from milking the writing of Winds.
As the show further deviates from the books it goes a bit more and more downhill dialogue and plot hole wise. I fear by the end of Game of Thrones a bad taste will be left in my mouth, and I wont even be interested in finishing the books.
He has no end game.
One of the things that always annoys me about manga/anime is that they tend to start with a good idea which are good for a season or a few volumes, but are then kept alive by customer demand for more more more. We keep getting more chapters every week because there's an economic imperative to keep the gravy train moving, even if the author is short of good ideas.
In a way, ASoIaF is the same. He started with a good idea. He didn't know exactly how he was going to end it, except unlike the Japanese manga industry, he isn't bound by publisher demands for weekly updates. So rather than pumping out trash week after week, he just stays in a permanent writer's funk. He keeps his mood up by writing other stuff that requires a bit of inspiration and craft to get done, rather than careful navigation and tinkering with what's by now, a massive, unwieldy machine. At this stage I think the very best thing that could happen is for him to say: "stuff it", and just write something that's less good, that makes a bit less sense, and get it finished. He's not going to magically untie the narrative knots at his age, and come up with something that's 100% great and satisfying. It's just too late.
I don't think he's taking any pleasure in his fans getting pissed. I think he's stuck in the longest 11th hour of study before going to an exam he knows he hasn't studied enough to pass. He's procrastinating doing everything but what he's supposed to be doing, and the anxiety builds with every month that passes. That's why he's taking this bizarre approach to communicating with his fans - the "la dee da, you
might get the Winds of Winter next year, a boy can dream" kinda garbage. I don't think he's able to communicate his anxiety and how lost he is, which would help him.