This might be a secondary issue but I am also seeing this occur:
andrew@plex:/var/lib/plexmediaserver/Library/Application Support/Plex Media Server/Logs$ sudo cat ../../Plex\ Media\ Server/Preferences.xml
[sudo] password for andrew:
<?xml version="1.0" encoding="utf-8"?>
<Preferences OldestPreviousVersion="1.16.3.1402-22929c8a2" MachineIdentifier="OMIT" ProcessedMachineIdentifier="OMIT" AnonymousMachineIdentifier="OMIT" MetricsEpoch="1" AcceptedEULA="1" PublishServerOnPlexOnlineKey="1" PlexOnlineToken="OMIT" PlexOnlineUsername="OMIT" PlexOnlineMail="OMIT" LastAutomaticMappedPort="28204" CertificateUUID="OMIT" CertificateVersion="2" PubSubServer="184.105.148.115" PubSubServerRegion="sjc" PubSubServerPing="29" LanguageInCloud="1" CloudSyncNeedsUpdate="0" FSEventLibraryPartialScanEnabled="1" FSEventLibraryUpdatesEnabled="1" ScheduledLibraryUpdatesEnabled="1" ButlerUpdateChannel="0"/>
andrew@plex:/var/lib/plexmediaserver/Library/Application Support/Plex Media Server/Logs$ tail -f Plex\ Media\ Server.log
Sep 11, 2019 15:04:28.674 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 118 seconds for it to complete.
Sep 11, 2019 15:04:30.348 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 117 seconds for it to complete.
Sep 11, 2019 15:04:31.696 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 116 seconds for it to complete.
Sep 11, 2019 15:04:32.011 [0x7f736bfff700] DEBUG - Auth: authenticated user 1 as savantali
Sep 11, 2019 15:04:32.011 [0x7f7370fab700] DEBUG - Auth: authenticated user 1 as savantali
Sep 11, 2019 15:04:32.016 [0x7f736bfff700] DEBUG - Auth: authenticated user 1 as savantali
Sep 11, 2019 15:04:32.022 [0x7f7370fab700] DEBUG - Auth: authenticated user 1 as savantali
Sep 11, 2019 15:04:33.393 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 115 seconds for it to complete.
Sep 11, 2019 15:04:33.852 [0x7f7370fab700] DEBUG - Auth: authenticated user 1 as savantali
Sep 11, 2019 15:04:34.786 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 114 seconds for it to complete.
Sep 11, 2019 15:04:36.572 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 113 seconds for it to complete.
Sep 11, 2019 15:04:38.144 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 112 seconds for it to complete.
Sep 11, 2019 15:04:39.288 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 111 seconds for it to complete.
Sep 11, 2019 15:04:40.107 [0x7f736bfff700] DEBUG - WebSocket: client initiated close
Sep 11, 2019 15:04:40.107 [0x7f736bfff700] DEBUG - NotificationStream: Removing because of close
Sep 11, 2019 15:04:40.108 [0x7f7370fab700] DEBUG - handleStreamRead code 335544539: short read
Sep 11, 2019 15:04:40.576 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 110 seconds for it to complete.
Sep 11, 2019 15:04:41.155 [0x7f736bfff700] DEBUG - Auth: authenticated user 1 as savantali
Sep 11, 2019 15:04:42.152 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 109 seconds for it to complete.
Sep 11, 2019 15:04:43.305 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 108 seconds for it to complete.
Sep 11, 2019 15:04:44.120 [0x7f734d7fa700] DEBUG - NetworkServiceBrowser: Parsing SSDP schema for http://192.168.2.9:8080/upnp
Sep 11, 2019 15:04:44.120 [0x7f734d7fa700] DEBUG - HTTP requesting GET http://192.168.2.9:8080/upnp
Sep 11, 2019 15:04:44.120 [0x7f734d7fa700] DEBUG - HTTP 404 response from GET http://192.168.2.9:8080/upnp
Sep 11, 2019 15:04:44.120 [0x7f734d7fa700] ERROR - SSDP: Error parsing device schema for http://192.168.2.9:8080/upnp
Sep 11, 2019 15:04:44.610 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 107 seconds for it to complete.
Sep 11, 2019 15:04:46.220 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 106 seconds for it to complete.
Sep 11, 2019 15:04:47.349 [0x7f728bfe7700] ERROR - Error issuing curl_easy_perform(handle): 28
Sep 11, 2019 15:04:47.349 [0x7f728bfe7700] DEBUG - HTTP simulating 408 after curl timeout
Sep 11, 2019 15:04:47.350 [0x7f728bfe7700] ERROR - Error parsing content.
Sep 11, 2019 15:04:47.350 [0x7f728bfe7700] ERROR - Error parsing XML response for update.
Sep 11, 2019 15:04:47.351 [0x7f727dfcb700] DEBUG - Media Analyzer: Performing on-the-fly analysis on 1 item.
Sep 11, 2019 15:04:47.351 [0x7f727dfcb700] DEBUG - Job running: '/usr/lib/plexmediaserver/Plex Media Scanner' '--analyze' '--log-file-suffix' ' Analysis' '--item' '33168'
Sep 11, 2019 15:04:47.351 [0x7f727dfcb700] DEBUG - Jobs: Starting child process with pid 17090
Sep 11, 2019 15:04:47.440 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 105 seconds for it to complete.
Sep 11, 2019 15:04:48.113 [0x7f7370fab700] DEBUG - EventSource: Got event [data] '<Message address="24.7.56.27" port="28204" connectivity="0" command="notifyConnectivity"/>'
Sep 11, 2019 15:04:48.117 [0x7f7370fab700] WARN - PubSub: Received notifyConnectivity event with incorrect async identifier (, expected a484c7d4-83d2-4de7-88ac-5cedd3cb9c00)
Sep 11, 2019 15:04:48.880 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 104 seconds for it to complete.
Sep 11, 2019 15:04:48.890 [0x7f7370fab700] DEBUG - Auth: authenticated user 1 as savantali
Sep 11, 2019 15:04:50.760 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 103 seconds for it to complete.
Sep 11, 2019 15:04:51.566 [0x7f736bfff700] DEBUG - EventSource: Got event [data] '<Message host="184.105.148.89" port="443" command="startRelay"/>'
Sep 11, 2019 15:04:51.566 [0x7f736bfff700] DEBUG - HTTP requesting GET https://downloads.plex.tv/relay/relay_v1.pub
Sep 11, 2019 15:04:51.745 [0x7f736bfff700] DEBUG - HTTP 200 response from GET https://downloads.plex.tv/relay/relay_v1.pub
Sep 11, 2019 15:04:51.745 [0x7f736bfff700] DEBUG - Relay: refreshed host key from https://downloads.plex.tv/relay/relay_v1.pub
Sep 11, 2019 15:04:51.746 [0x7f736bfff700] DEBUG - Relay: starting relay.
Sep 11, 2019 15:04:51.746 [0x7f736bfff700] DEBUG - Job running: PLEXTOKEN='xxxxxxxxxxxxxxxxxxxx' '/usr/lib/plexmediaserver/Plex Relay' '-p' '443' '-N' '-R' '0:127.0.0.1:32401' '-o' 'StrictHostKeyChecking=yes' '-o' 'UserKnownHostsFile=/var/lib/plexmediaserver/Library/Application Support/Plex Media Server/Cache/relayHostKey.txt' '-o' 'NoneSwitch=yes' '-o' 'NoneEnabled=yes' '-o' 'LogLevel=VERBOSE' '-o' 'PreferredAuthentications=password' '-o' 'PubkeyAuthentication=no' '-l' 'savantali' '-F' '/dev/null' '184.105.148.89'
Sep 11, 2019 15:04:51.748 [0x7f736bfff700] DEBUG - Jobs: Starting child process with pid 17096
Sep 11, 2019 15:04:52.521 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 102 seconds for it to complete.
Sep 11, 2019 15:04:52.748 [0x7f7371fad700] DEBUG - Jobs: '/usr/lib/plexmediaserver/Plex Media Scanner' exit code for process 17090 is 0 (success)
Sep 11, 2019 15:04:52.748 [0x7f727dfcb700] DEBUG - Killing job.
Sep 11, 2019 15:04:52.748 [0x7f727dfcb700] DEBUG - Signalling job ID 17090 with 9
Sep 11, 2019 15:04:52.748 [0x7f727dfcb700] DEBUG - Media Analyzer: Background analysis completed in 5.4 seconds, removing 1 IDs
Sep 11, 2019 15:04:52.753 [0x7f728bfe7700] DEBUG - We're going to try to auto-select an audio stream for account 1.
Sep 11, 2019 15:04:52.753 [0x7f728bfe7700] DEBUG - Selecting best audio stream for part ID 36684 (autoselect: 1 language: en)
Sep 11, 2019 15:04:52.753 [0x7f728bfe7700] DEBUG - We're going to try to auto-select a subtitle.
Sep 11, 2019 15:04:52.753 [0x7f728bfe7700] DEBUG - Audio Stream: 145227, Subtitle Stream: -1
Sep 11, 2019 15:04:52.754 [0x7f728bfe7700] DEBUG - Request: [172.17.0.2:58726 (WAN)] GET /library/metadata/33168 (82 live) TLS Signed-in Token (savantali)
Sep 11, 2019 15:04:52.758 [0x7f736bfff700] DEBUG - Completed: [172.17.0.2:58714] 200 GET /library/metadata/33168 (82 live) TLS 109102ms 2339 bytes (pipelined: 1)
Sep 11, 2019 15:04:52.759 [0x7f728bfe7700] DEBUG - Last refresh (1900-01-01 00:00:00) appears to be older than directory change time (2019-09-11 14:14:00), need to refresh local media agent.
Sep 11, 2019 15:04:52.760 [0x7f728bfe7700] DEBUG - Refreshing GUID: 'local://33168'
Sep 11, 2019 15:04:52.760 [0x7f728bfe7700] DEBUG - HTTP requesting GET http://127.0.0.1:32400/system/agents/update?mediaType=4&force=1&parentGUID=local%3A%2F%2F33158&parentID=33158&guid=local%3A%2F%2F33168&id=33168&agent=com.plexapp.agents.localmedia&async=0
Sep 11, 2019 15:04:54.042 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 101 seconds for it to complete.
Sep 11, 2019 15:04:55.084 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 100 seconds for it to complete.
Sep 11, 2019 15:04:56.168 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 99 seconds for it to complete.
Sep 11, 2019 15:04:57.336 [0x7f72897e2700] DEBUG - [com.plexapp.agents.localmedia] Plug-in is starting, waiting 98 seconds for it to complete.
In this case, I am accessing the server remotely, but, it was playing an episode of Dave Chappelle for ~1.5 hours, and then the video just abruptly halted and stopped playing. Then the above errors started occurring from the agents.localmedia plug-in.
If I go into a library, it asks me to attempt with an insecure connection, and if I hit Allow Once, it attempts to connect and fails.
If I try to do it locally or remotely, using plex.tv or the host’s local domain (plex.localnet) it fails to load anything.
Once I restart the service, it works fine.