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Being able to use rustls as a drop-in replacement for openssl is on their roadmap: https://github.com/rustls/rustls/blob/main/ROADMAP.md#future...
So that'll certainly one option in the future.
cert it via cron that uses the graceful upgrade functionality should work
https://github.com/cloudflare/pingora/blob/main/docs/quick_s...
One reason I'm excited about this is that it appears to let you write arbitrary routing logic into a layer 7 proxy. This is something we had to build for https://plane.dev and it would have been nicer to use something like this, but we couldn't find anything like it at the time.