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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Have thought of doing this before. I only read halfway through but enough to confirm what I expected - too much work!
I can't open the link right now cause it seems to have gotten the hug of death, but if they didn't mention it check out Caddy. It handles the certificates all automatically. All you have to do is set up the DNS record and then point Caddy at your internal service and it handles the rest.