That's a lot of ifs and buts, just to keep up with the last decade's implementations. For a simple blog that maybe ten people a month read. Good luck keeping up on developments of the next one...

Whether it's lets encrypt or Google or Apple or Facebook, the internet has largely moved away from a culture of small time hackers operating on barebones standards to super complex implementations gatekept by a few huge companies with infinite resources and conflicting values. They want to curate the web and monetize it, not lower the barrier to entry. You are free to use their ecosystems to produce things they can share revenue from, but everything else will only keep getting harder... what even is the web anymore but marketing landing pages redirecting to walled gardens.