As with most things in life, it’s probably a combination of factors. But please don’t beat yourself up over it.

There’s a lot of good advice already in this thread; no reason to repeat it. One thing you might look at the Proton Github issues list. Occasionally, when a game otherwise has a gold rating but I have problems with it, I can find some interesting corner-case details here. Here’s a link that you could use to find Anno 1404 issue, as an example: https://github.com/ValveSoftware/Proton/issues?q=is%3Aissue+is%3Aopen+“anno+1404”

The other thing I would suggest is that you be more verbose when describing problems. You did a great job sharing the high-level issue and your system’s details, but what do you mean by “didn’t work”? Does it fail to launch? Does it launch but not do X? Those details can go a long way towards troubleshooting (though I do understand that your post was meant to not be game-specific).

Oh, and stay away from Cracks. Unless you’re VERY sure about what you’re doing, it’s just inviting trouble.

They’re not subs, but you may be looking for something like The Onion or Hard Times