HTTP/3 already doesn't allow anything but CA TLS only. It won't be too long before they no longer allow you to click through CA TLS warnings.
If human people want things to be on the web for long time periods those things should be served HTTP+HTTPS.
EDIT: I have 15 year old things at work that do not compile, you have to maintain it for sure, biggest problem is cryptography. I am not sure that unstable tech should be part of the application ever.
If we're talking applications that don't actively listen on the internet that's fine, and I would agree that we should have complete software that just works. But a webserver, unless it's for personal/home use, it's on the internet and I don't see how it could work for 35 years without any update/change
Also would argue maintenance is only as complicated as you make it for yourself. Countless people keep patched, secure, https web servers running with minimal effort. If its somehow effort, introspect some on why you are somehow making so much work for yourself.