I think he tends to fall in love with ideas then refuses to let them go, even if he can't figure out a way to make them make sense. Like a civilization that lives in underwater tunnels and has orgies because they're all infected with nanocomputers and their orgies are a way for their nanomachines to perform a calculation with each other. Or a guy locked in a cell being forced to decrypt a message, only he deliberately has it output the wrong answer, and signal the right answer to him via one of the laptop's LEDs in morse code. This is a cryptography expert and can't think of a better way of receiving a message secretly than morse code through a LED? And the people who are watching everything he's doing think all the lines of code about manipulating the capslock light are totally normal? Or an electronic book which trains a bunch of young girls to become a fighting force more effective than the actual army. Or an MMO where you can watch people going into valhalla and you get points for stopping trolls from entering, only the people entering correspond to actual people going through airport security in real life, which a computer is representing as fantasy characters, and the trolls are the people you're supposed to stop, to help provide actual airport security... only for any of this to work, the computer can obviously detect the terrorists without the player's intervention, if it's representing them as trolls in the first place. Congrats on reading about "gamification" somewhere, but your idea is dumb. He obviously reads a lot about technological advances and interesting ideas people are coming up with, but his fictional execution of them is often just not plausible, either because the ideas themselves are more interesting than realistic, or because he doesn't really fully understand what he's writing about, or because they're just hugely more complicated than a much more mundane solution which would be less interesting to write about. This problem is probably amplified by a writing style where he deliberately dwells on the details, so you can't help but think about them yourself.

As far as wokeness goes, at a bare minimum, he is very fond of female characters who are outrageously competent and generally perfect, particularly given that he tends to write about things that are almost exclusively dominated by men. To be fair, several of his men are also outrageously competent, but I'm fairly exhausted of reading or watching fiction featuring huge numbers of perfect women excelling in fields which, in real life, they barely enter at all. I believe the author himself is also fairly woke, but I can't remember what gave me that impression. Checking what he said about sad puppies would probably be a place to start.