Are you installing needed libraries?

For example, the installer runs because it doesn’t need any, but then your app needs say VCRedist 2010, and so won’t until run until you add the vcrun2010 extra library with Winetricks or the menu in Bottles.

Now would be a good time to look for a .com you like, or one of the more common TLDs. And register it at Namecheap, Porkbun, or Cloudflare. (Cloudflare is cheapest but all-eggs-in-one-basket is a concern for some.)

Sadly, all the cheap or fun TLDs have a habit of being blocked wholesale, either because the cheap ones are overused by bad actors or because corporate IT just blacklists “abnormal” TLDs (or only whitelists the old ones?) because it’s “easy security”.

Notably, XYZ also does that 1.111B initiative, selling numbered domains for 99¢, further feeding the affordability for bad actors and justifying a flat out sinkhole of the entire TLD.

I got a three character XYZ to use as a personal link shortener. Half the people I used it with said it was blocked at school or work. My longer COM poses no issue.

Plug it into a monitor or TV and keep an eye on the console.

I have an older NUC that will not cooperate with certain brands of NVMe drive under PVE…the issue sounds like yours where it would work for an arbitrary amount of time before crashing the file system, attempting to remount read-only and rendering the system inert and unable to handle changes like plugging a monitor in later, yet it would still be “on”.

I recommend Dockge over Portainer if you want a web admin panel. https://github.com/louislam/dockge

It’s basically docker compose in a website, and you can just decide one day to turn it off and use the compose files directly. No proprietary databases or other weirdness.