MangoPenguin ,
@MangoPenguin@lemmy.blahaj.zone avatar

Lets Encrypt should be fine issuing a cert on a FreeDNS hostname using the HTTP-01 challenge, I believe you may also need port 80 open?

The basic steps would be install a letsencrypt client on the NAS, issue a cert for the FreeDNS hostname, then give that cert to jellyfin directly or to a reverse proxy sitting in front of it.

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