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These were both new saves. I have not played the game before this.

Well, put simply, I tried doing side stuff before actually trying to progress the main story quest on my first save file.
First I bought the meat from the merchant lady, then did the fishing side quest, fishing three times until it was night, went to bed, then turned it in the next morning. Next, did the dwarf cuisine quest, had another quest pop up about a festival, then at night got a scene about the lord's daughter arriving. By this point I still hadn't actually made the food for Lifa, much less turned it in. Next morning, got the scene about the debt.
Figured something about that was wrong, I started a new file. Bought the meat from the merchant again, visited the smithy to trigger the start of the dwarf cuisine quest, went to the fisherman, fished three times, went to bed, then got the debt scene again, again without actually cooking the food for Lifa or encountering her.

The opening feels broken. As soon as I move forward a day I get a scene that talks about a debt and Lifa being around despite not even finishing the initial quest

That was it, thanks. Boy I feel dumb for missing that

I wanted to try some of the more evil options in the game, but for whatever reason on Cali's she just escapes three days after I enslave her. I've tried multiple different things to avoid that happening, but no matter what I've tried, she just runs away, and I haven't gotten any indication on how to avoid this.
Anyone know what I'm supposed to do?

Notable things I've seen with the most recent update
1. Protag can't equip steel bows for some reason
2. Rhea can't equip any weapons at all, not sure if intentional given her particular class though.
3. It's possible to farm an endless amount of Elmagic tomes from one of the followers in the Garreg Rock Monastery by talking to them repeatedly

Game's pretty good. Definitely looking forward to future updates.
A few bugs/issues though.

1: A few of the tables inside the orphanage can be walked through
2: When I first interacted with Lucina in the Inn, the game got stuck on a black screen, forcing me to close it down and restart.
3: Tried to give Sumia an Owl Feather only to see she didn't have another support step, but the item got consumed anyways.

Nice stuff. What I am wondering though is if there're any plans for non practice battles for the purposes of grinding levels for all the characters we're likely to recruit/learning all their skills? Maybe something like the option to defend already conquered territory from generic enemies?

The game has potential, but maybe tone down the difficulty a bit. The first boss is frustrating to deal with with only the first sword and armor, and earning money for buying new gear is tedious and extremely slow (assuming one doesn't decide to go into the slave trading route).
Art's great though. Would like to see more of this.

Encountered a bug where trying to play games with Alice causes the game to replay the scene where you meet her the first time, and even re-adds the beginning quest "I knew it".
Also can't quite figure out how to get the kissing scene with Liv.

Holy hell, game looks amazing. It's been a long wait and it has clearly been worth it. Can't wait for its release!

The removal of the Upgrades/Go Out buttons seems to have broken my game. I can't go to the beach anymore, and the story won't progress to recruit the new character.

Any attempt at downloading the new update results in my antivirus aborting because it detects a trojan

Unfortunately I've already since saved over the save file in question after loading up and trying again with an older save.
If it helps though, the Kana event in question was the one where you're woken up and told that she's gone missing (her heat event). Best I can guess, the disk part ended and allowed the Kana event to activate instead of immediately going to the TV part.
Sorry I couldn't be of better help. Didn't think to keep the save.

Figured out the issue.
Apparently I'd progressed some of Kana's storyline, so after the laptop scene, it immediately shifted to progressing the next part of Kana's story rather than the next scene for Veronica/Madison's. Which basically left Veronica/Madison's storyline effectively broken.

Having trouble progressing with Veronica/Madison. I examined the disk with the laptop, yet the clue hasn't changed since then. Do I just wait some time or am I supposed to go somewhere?

Got a message saying "Event Broke" when asking Tabitha about the mirror.

Gonna be honest, the boss fight of the new Expanse area feels like a pretty significant difficulty spike. The enemies hit really hard, and there's just no way any of my healing magic can even hope to keep up. Short of doing a lot of grinding I don't see myself beating it anytime soon.