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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Pangolin is cool. Combines a lot of things you'd normally have to piece together. However, OP already has a secure, operating server. I'm just not sure where OP came to the conclusion to toss in Caddy into an already viable system.
Sorry, I've just replied to another comment before I saw yours. I didn't realise that Cloudflare could deal with encryption on its own, I thought you needed something like Caddy to get certificates. I found out after seeing the other comment that one of my services running through the Cloudflare tunnel is encrypted, but I couldn't get it to work in the past. I'm not sure what's changed, but I'm going to give it a proper look once I've had some sleep.
There's something about the networking side of things that just throws me, and I struggle to get my head around it. If I can get things running through Cloudflare, I'll be very happy :)