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Doing chmod for this game shouldn't be necessary, at the very least try chmod -R 777, not sure if doing anything else might create issues.

As for closing at the start, my best guess is that you're trying to run the game on a low end machine or you've missing/outdated drivers. For a more accurate answer, I'd need the log (~/Library/Application Support/Winterfire/Legacy of Hestia), if no log is generated when the game closes down, it means an overlay software is preventing the game from executing.

So, I reinstalled the game and tried chmod -777 in the terminal with the file inside the macOS folder, but the same thing happened . The trick is necessary because the file inside the macOS folder is not downloaded as an executable.

So I tried looking for it in the library, and neither Winterfire nor Legacy of Hestia appeared there. On that note, Vox Gremory also didn't appear, but Overlord H did under the RenPy folder, so maybe it's the software overlay thing, but I'm not sure.

On Big Sur (The platform where I test it), I never had to run chmod -777 for Vox Gremory, the executable should be preserved since I use tar and Unity 2021 builds for mac without issues even on Windows.
This is how it looks like during my tests: https://imgur.com/a/rxIJscT

Not sure what's causing the issue, my best guess is that something is preventing the game from being extracted properly or to be ran at all.

Okay, so I downloaded it again, but this time from a different website called Visit Mama, and it works. So I suppose its Itch thats screwing up the download because the file already came as an executable.

But still, thank you.

It's probably me uploading on itch.io incorrectly, as I use Butler. My guess is that something happens to the archive during the uploading process which corrupts the executable within, similarly to what happens if I try to zip a Mac game on Windows. I'll be using tar format for packing in future, and hopefully that'll fix the issue.