Yes, I remember learning somewhere along the way Robert was rewritten to be more tolerable, but when I did a new playthrough for ch10 he still seemed pretty icky if Lena sleeps with him. If she doesn't he can be a little more decent to her about job stuff, though of course Seymour will get her fired regardless.
Regardless of how tolerable he is on his route, the second he brought up Lena's job and how he could "help" I refuse to engage any further with him.
In ch11 I was totally surprised to see Ivy suggest Robert as a casual sex object for Holly, and Lena can choose to set that up or not. Not so much that Ivy would suggest it, that makes sense, just that I'd never have put Robert and Holly together in the first place. In terms of personality I can't see it going very well, but of course that doesn't necessarily have to be a factor

...
I assume you have to engage with him on some level to get that, Ivy didn't bring him up with me, no reason to I suppose since he's a non-factor for me.
I think Eva get too much shit than she deserves. Writing a story with two protagonists and infinite amount of choices would take a a lot of time to flesh out. Her best choice, for now, is to hire more writers to help her cause I think. Not sure about her patreon situation though.
I don't think it's fair to defend her entirely either. Eva is a big girl and she chose to do the double protagonist thing herself. It's not that difficult to write non-toxic characters.
For some reason though, all of Lena's options apart from Ian and Holly have major negative details to them that absolutely ruin any non-sexual interest you'd have in them, if you don't play Lena like either a wanton slut or a complete hypocrite. This isn't exclusive to the males either, Louise and Ivy both have components that makes them undesirable for anything other than the sex itself.
Ivy is kinda corrupting Lena, and I think it'll ramp up in the following chapters. It's Ivy who gives the idea to Lena to open up a stalkfap and who encourages her to fuck around. If Lena slept with Ivy after her birthday party, she can't refuse to have sex with her in the gym showers.
Also the drugs.
Rather than Ivy corrupting Lena, because Lena can be played to be somewhat open to her suggestions to begin with, I see Ivy as the harbiinger for potential things to come. Besides the drugs and the things you mentioned Ivy is also the standard-bearer for pole-dancing, tattoos, piercings etc. If Ivy is introducing some element to the story you can be fairly sure Lena will either have the option to do that thing right away or some time in the near future.
Robert was initially intended to be 1. An early sexual partner for Lena, much in the way that Cherry and Allison were for Ian, and 2. A deliberately sub-standard version of Ian, personality-wise. Ian starts out the game with more depth to him, with his writing focus, relationship woes, his aspirational struggles at work, and prior experience with art and music.
Robert as a character might have shifted over time, after those initial settings. Also, I'll speculate that it's probably easier and fun for Eva to write sexy scenes for Robert with Lena, because he's not very deep, whereas Ian brings more complexity to the table and writing Ian/Lena scenes might be comparatively more of an intellectual exercise.
It's a pity though because there is really no reason for Robert to be so shafted (teehee) in regards to his presentation and narrative role. Ian is an MC, any doubts about his intentions can be expelled by the players themselves, this is part of the reason why Ian/Lena doesn't interest me personally, because any dramatic potential in their relationship has to be manufactured by the player, which I think undermines any dynamism completely.
Robert could just have been a normal dude instead of a creep and a joke and I am fairly sure he wouldn't have been undermining Ian at all to begin with.
GRRM never said he planned for Arya to kill the Night King. It was done by D&D to "subvert expectations" when people were expecting it to either be Dany or Jon in one way or another. When asked if the ending of ASOIAF would be the same, GRRM responded with 'yes and no and yes and no' and fans have speculated that Bran becoming king would still be an ending.
Bran becoming king could work I guess. As long as it isn't this whole "Bran the Broken" shit Tyrion conjures up randomly, trying to make something ridiculous sound inspirational. The old guys laughed at Sam's democracy suggestion but not at the idea of making a crippled teenager into their ruler?