I know I'm new, and you long-term fans have been burned, but I actually think he will deliver tomorrow. I suspect it's do-or-die time, and he knows it. If he doesn't deliver I think the end will be in sight because his Patreon page will get bombarded with flags.
The better question is this: can he deliver an update that is good, or even one that will keep the wolves off his back? That seems very unlikely.
Well I think we all had (or have) expectations about we want or wanted certain things to happen in this game with certain characters. I know I've been insulted and mocked for months here holding out any kind of hope for some closure with this game, especially with Caroline. I think if he can successfully put together a string of updates on time, it could redeem him among some of the people here.
Not many people have a positive viewpoint about him because of his past games or what has happened specifically with this one, but I hope (however slim it is) he does get some redemption if everything works out the way it should, but nearly two years a lot of disappointment and silence later, it's going to be very hard to try to look positive in the eyes of fans of this game.
We shall see, but I know personally, and I've said it's going to be D-Day in here tomorrow; we either get the update and successfully storm the beaches, or no update, and we get pushed back into the channel, and all hell breaks loose in here tomorrow.
Either Christmas coal, or a Christmas miracle. No way to know what happens until it does.