Can't get redirects to work via Caddyfile(more info in description)

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Simple typo! jellfin → jellyfin!

You got another typo here, missing the f :stuck_out_tongue:

That said, it doesn’t look like you’re serving anything else on that domain. Why are you serving jellyfin under a subpath? I think that just complicates the setup here.

Typically the better approach is to use a subdomain per service. For example:

jellyfin.my.domain.com {
	reverse_proxy 127.0.0.1:8086
}

otherservice.my.domain.com {
	reverse_proxy 127.0.0.1:8080
}

Some reading on the topic of serving things in subpaths:

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