"But it used to work!" Plex Media Server - Secure Connection Failed

Server Version#: 1.18.4
Player Version#: n/a

I’ve tried reinstalling from the official package, as well as the package downloaded via the qnap store. I’ve nuked the .qpkg/PlexMediaServer folder in between reinstalls. Nothing seems to be working… I just can’t connect to the server to do initial setup :man_shrugging:t2:

  21:43 EST  hans   ~  nc -vz nas 32400
Connection to nas 32400 port [tcp/*] succeeded!
  21:44 EST  hans   ~  openssl s_client -connect nas:32400
CONNECTED(00000003)
write:errno=0

no peer certificate available

No client certificate CA names sent

SSL handshake has read 0 bytes and written 320 bytes
Verification: OK

New, (NONE), Cipher is (NONE)
Secure Renegotiation IS NOT supported
Compression: NONE
Expansion: NONE
No ALPN negotiated
Early data was not sent
Verify return code: 0 (ok)

  21:44 EST   hans   ~  curl nas:32400

Unauthorized

401 Unauthorized

%   21:45 EST  hans   ~ 

download_2020-01-07_22-02-12.zip (1.1 MB)

Logs attached

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