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Project Conncept is a Caddy module I'm writing that does this. It's really cool! And it's already working, but still in development. Sponsors get early access for now. Would love to have you try it out if you're interested!
Edit: Oh, but I guess that's a reverse proxy. I'm not sure if Project Conncept can be used as a forward proxy. Maybe it could... I haven't used squid so I don't really know what that means or what your requirements are.
2. What are you trying to do?
Someone on the forum suggested to ask here.
Can Caddy (2) work as a transparent TLS interception proxy similar to squid? The readme only mentions http.
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