Looks like I accidentally played the original chapter 1 & 2, and I liked it!
Reading some reviews, it seems the rework changes quite a few things. Having only experienced the original, I'm not certain the rework will actually improve on what's there.
One thing that impressed me was the writing. Sure, the language used isn't perfect, but the writer is talented at hiding exposition in dialog. Meeting the dean and her adopted daughter in chapter 2 is a great example of this, where we learn everything we need to know without being hit over the head with information, or some narrator introducing the characters. Just wonderful.
There's one exception, and that's with the way Sam was introduced. Until she spends the night, it's not entirely clear what kind of relationship they have. It also didn't help that she always got referenced to as "Sam", instead of "she" or "her". This made me think the dev was building up to some kind of reveal, but this never happened.
Samantha... If this was just the story of the MC and his (extended) family dealing with conflict and grief, I would've been fine with getting stuck with a default girlfriend. But, seeing as there are multiple LIs, there are only limited ways the MC could be intimate with them: Samantha turns cuckqueen, MC & Sam break up, or MC just cheats. None of these sound particularly compelling or interesting in the story that's being told. Why would the MC break up with Sam, when he's leaning on her emotionally? What could motivate Sam to turn into a cuckqueen when she's in a happy monogamous relationship with the MC?
The easiest fix that I can imagine, is to turn this relationship into an FWB arrangement. She'd still provide the early lewds for players who want this, while making it easier to avoid her content or break things off entirely.
Currently, with how large a role Sam currently plays in the MC's life, she seems integral to the story. So a break-up would likely (have to) be amicable, or uninteresting. This is much more believable with an FWB arrangement.
My only actual frustration, is the mystery of the MC's occupation. This gets dangled in front of the players a few times, but we're left in the dark. We're told that the MC changed, he got tattoos, and works a warehouse job that apparently pays enough to afford the mom's treatment and the sister's tuition. This lets the people close to him (and the players) suspect that what he's doing isn't legal, and that his bad boy image is related to this.
But, we don't actually learn anything about it, and we certainly don't see the MC doing any kind of job/work. Something that could add danger and drama to the life of the MC and those close to him should've been touched on already. One of the reviews mentions that they're missing a hook, a challenge or a driving force in the story, and this would be it.
Even if the writer/dev doesn't want to fully introduce the MC's job yet, there could be some foreshadowing. For instance: His boss could text him to make a delivery, which he does off-screen. A while later, he gets a notification that a considerable sum of money has been deposited into his account. This would also inform players why the MC isn't seen working a lot, when he makes a few hundreds for half an hour of work.
Anyway, just wanted to throw this out in the ether. Going to check on the rework now.