Selfhosted
A place to share alternatives to popular online services that can be self-hosted without giving up privacy or locking you into a service you don't control.
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Why can't you just have a long lived internally signed cert on your archaic apps and LE at the edge on a modern proxy? It's easy enough to have the proxy trust the internal cert and connect to your backend service that shouldn't know the difference if there's a proxy or not.
Or is your problem client side?
That’s actually a really good idea. I’m not the person you replied to, but I’m taking notes.