How much effort is worth spending on a "perfect webserver for whonix.org"?

Another great point I wish I had in mind when writing above bullet points. Self-hosting doesn’t have good incentive structures.

Even security experts don’t claim that they can absolutely secure a webserver / webapps form ever getting hacked. Usually the more of a security expert they are, the more modest they are, the more careful they are to avoid making bold claims of something being secure.

If that would even be enough money to avoid full database losses every other year.