EDIT: IP is fine… issue is in Remote Connection:
The two that stand out to me are:
Apr 04, 2018 15:11:01.829 [0x7fef2b7ff700] DEBUG - CERT: incomplete TLS handshake: short read
and
Apr 04, 2018 15:11:01.967 [0x7fef26bfc700] WARN - PubSub: Received notifyConnectivity event with incorrect async identifier (5c50673c-c1ab-40e8-9a46-d1b3f84539b9, expected e3099184-0d3f-48a0-9eaa-ae18565172b4)
full log from connection attempt:
Apr 04, 2018 15:10:33.419 [0x7fef2affe700] DEBUG - handleStreamRead code 335544539: short read
Apr 04, 2018 15:10:33.427 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:33.427 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57853 (Subnet)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=1&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:33.427 [0x7fef0d7fe700] DEBUG - Beginning read from two-way stream.
Apr 04, 2018 15:10:40.423 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:40.423 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] PUT /:/prefs?PublishServerOnPlexOnlineKey=true (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:40.472 [0x7fef2c7ff700] DEBUG - MyPlex: Toggling server publish state.
Apr 04, 2018 15:10:40.472 [0x7fef2c7ff700] DEBUG - PublicAddressManager: Starting.
Apr 04, 2018 15:10:40.472 [0x7fef2c7ff700] DEBUG - PublicAddressManager: Obtaining public address and mapping port.
Apr 04, 2018 15:10:40.472 [0x7fef253ff700] DEBUG - PublicAddressManager: Obtaining public IP.
Apr 04, 2018 15:10:40.472 [0x7fef253ff700] DEBUG - HTTP requesting GET http://plex.tv/pms/:/ip
Apr 04, 2018 15:10:40.473 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 PUT /:/prefs?PublishServerOnPlexOnlineKey=true (8 live) TLS GZIP 49ms 268 bytes (pipelined: 1)
Apr 04, 2018 15:10:40.482 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:40.482 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:40.484 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 2)
Apr 04, 2018 15:10:40.743 [0x7fef253ff700] DEBUG - HTTP 200 response from GET http://plex.tv/pms/:/ip
Apr 04, 2018 15:10:40.744 [0x7fef253ff700] DEBUG - PublicAddressManager: Got public IP from http://plex.tv: 68.69.161.216
Apr 04, 2018 15:10:40.996 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:40.996 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:40.998 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 3)
Apr 04, 2018 15:10:41.496 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:41.497 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:41.498 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 4)
Apr 04, 2018 15:10:41.997 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:41.997 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:41.999 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 5)
Apr 04, 2018 15:10:42.498 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:42.498 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:42.500 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 6)
Apr 04, 2018 15:10:42.997 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:42.998 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:42.999 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 7)
Apr 04, 2018 15:10:43.498 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:43.498 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:43.500 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 8)
Apr 04, 2018 15:10:43.998 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:43.998 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:44.000 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 9)
Apr 04, 2018 15:10:44.498 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:44.499 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:44.501 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 10)
Apr 04, 2018 15:10:44.998 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:44.998 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:45.000 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 11)
Apr 04, 2018 15:10:45.499 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:45.499 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:45.501 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 12)
Apr 04, 2018 15:10:46.000 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:46.000 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:46.002 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 13)
Apr 04, 2018 15:10:46.500 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:46.501 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:46.502 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 14)
Apr 04, 2018 15:10:47.000 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:47.000 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:47.002 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 15)
Apr 04, 2018 15:10:47.499 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:47.499 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:47.501 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 16)
Apr 04, 2018 15:10:47.998 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:47.999 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:48.000 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 2ms 798 bytes (pipelined: 17)
Apr 04, 2018 15:10:48.498 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:48.498 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:48.500 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 18)
Apr 04, 2018 15:10:48.997 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:48.998 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:49.000 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 2ms 798 bytes (pipelined: 19)
Apr 04, 2018 15:10:49.497 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:49.498 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:49.499 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 20)
Apr 04, 2018 15:10:49.996 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:49.996 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:49.998 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 21)
Apr 04, 2018 15:10:50.496 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:50.496 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:50.498 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 22)
Apr 04, 2018 15:10:50.756 [0x7fef253ff700] DEBUG - NAT: UPnP, found device <http://10.0.1.201:32469/DeviceDescription.xml> with private address <10.0.1.201>
Apr 04, 2018 15:10:50.756 [0x7fef253ff700] DEBUG - NAT: UPnP, not an IGD: <http://10.0.1.201:32469/DeviceDescription.xml>.
Apr 04, 2018 15:10:50.756 [0x7fef253ff700] DEBUG - NAT: UPnP, getPublicIP didn't find usable IGD.
Apr 04, 2018 15:10:50.997 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:50.997 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:50.999 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 798 bytes (pipelined: 23)
Apr 04, 2018 15:10:51.007 [0x7fef253ff700] WARN - NAT: PMP, got an error: Not Supported by gateway.
Apr 04, 2018 15:10:51.010 [0x7fef253ff700] DEBUG - MyPlex: Sending Server Info to myPlex (user=redacted, ip=, port=32400)
Apr 04, 2018 15:10:51.011 [0x7fef253ff700] DEBUG - HTTP requesting POST https://plex.tv/servers.xml?auth_token=xxxxxxxxxxxxxxxxxxxx&async=1&asyncIdentifier=5c50673c-c1ab-40e8-9a46-d1b3f84539b9
Apr 04, 2018 15:10:51.497 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:51.497 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:51.499 [0x7fef2b7ff700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (8 live) TLS GZIP 1ms 799 bytes (pipelined: 24)
Apr 04, 2018 15:10:51.659 [0x7fef253ff700] DEBUG - HTTP 201 response from POST https://plex.tv/servers.xml?auth_token=xxxxxxxxxxxxxxxxxxxx&async=1&asyncIdentifier=5c50673c-c1ab-40e8-9a46-d1b3f84539b9
Apr 04, 2018 15:10:51.659 [0x7fef253ff700] DEBUG - MyPlex: Published Mapping State response was 201
Apr 04, 2018 15:10:51.660 [0x7fef253ff700] DEBUG - MyPlex: Got response for d974ad5c078af8c9f97c203308f8455820982975 ~ registered :0
Apr 04, 2018 15:10:51.660 [0x7fef253ff700] DEBUG - MyPlex: Updating device connections (from timer: 0)
Apr 04, 2018 15:10:51.660 [0x7fef253ff700] DEBUG - HTTP requesting PUT https://plex.tv/devices/d974ad5c078af8c9f97c203308f8455820982975?Connection[][uri]=http://10.0.1.201:32400&httpsEnabled=1&httpsRequired=0&X-Plex-Token=xxxxxxxxxxxxxxxxxxxx
Apr 04, 2018 15:10:51.667 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:51.667 [0x7fef2c7ff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] PUT /myplex/refreshReachability (8 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:51.667 [0x7fef2c7ff700] DEBUG - MyPlex: Requesting reachability check.
Apr 04, 2018 15:10:51.668 [0x7fef2c7ff700] DEBUG - HTTP requesting PUT https://plex.tv/api/servers/d974ad5c078af8c9f97c203308f8455820982975/connectivity?X-Plex-Token=xxxxxxxxxxxxxxxxxxxx&asyncIdentifier=e3099184-0d3f-48a0-9eaa-ae18565172b4
Apr 04, 2018 15:10:52.001 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:52.001 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57871 (Subnet)] GET /myplex/account (10 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:52.003 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57871] 200 GET /myplex/account (10 live) TLS GZIP 1ms 854 bytes (pipelined: 1)
Apr 04, 2018 15:10:52.229 [0x7fef253ff700] DEBUG - HTTP 200 response from PUT https://plex.tv/devices/d974ad5c078af8c9f97c203308f8455820982975?Connection[][uri]=http://10.0.1.201:32400&httpsEnabled=1&httpsRequired=0&X-Plex-Token=xxxxxxxxxxxxxxxxxxxx
Apr 04, 2018 15:10:52.233 [0x7fef2c7ff700] DEBUG - HTTP 200 response from PUT https://plex.tv/api/servers/d974ad5c078af8c9f97c203308f8455820982975/connectivity?X-Plex-Token=xxxxxxxxxxxxxxxxxxxx&asyncIdentifier=e3099184-0d3f-48a0-9eaa-ae18565172b4
Apr 04, 2018 15:10:52.234 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 PUT /myplex/refreshReachability (10 live) TLS GZIP 567ms 268 bytes (pipelined: 25)
Apr 04, 2018 15:10:52.364 [0x7fef26bfc700] DEBUG - EventSource: Got event [data] '<Message address="" port="0" asyncIdentifier="e3099184-0d3f-48a0-9eaa-ae18565172b4" connectivity="0" command="notifyConnectivity"/>'
Apr 04, 2018 15:10:52.364 [0x7fef26bfc700] DEBUG - PubSub: Got notified of reachability: 0 for :0
Apr 04, 2018 15:10:52.371 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:52.371 [0x7fef0d7fe700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /myplex/account (10 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:52.373 [0x7fef2affe700] DEBUG - Completed: [10.0.1.205:57862] 200 GET /myplex/account (10 live) TLS GZIP 1ms 861 bytes (pipelined: 26)
Apr 04, 2018 15:10:53.427 [0x7fef2b7ff700] DEBUG - handleStreamRead code 335544539: short read
Apr 04, 2018 15:10:53.435 [0x7fef2affe700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:10:53.436 [0x7fef0dfff700] DEBUG - Request: [10.0.1.205:57862 (Subnet)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=1&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (9 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:10:53.436 [0x7fef0dfff700] DEBUG - Beginning read from two-way stream.
Apr 04, 2018 15:11:01.829 [0x7fef2b7ff700] DEBUG - CERT: incomplete TLS handshake: short read
Apr 04, 2018 15:11:01.967 [0x7fef26bfc700] DEBUG - EventSource: Got event [data] '<Message address="68.69.xxx.xxx" port="32400" asyncIdentifier="5c50673c-c1ab-40e8-9a46-d1b3f84539b9" connectivity="0" command="notifyConnectivity"/>'
Apr 04, 2018 15:11:01.967 [0x7fef26bfc700] WARN - PubSub: Received notifyConnectivity event with incorrect async identifier (5c50673c-c1ab-40e8-9a46-d1b3f84539b9, expected e3099184-0d3f-48a0-9eaa-ae18565172b4)
Apr 04, 2018 15:11:13.437 [0x7fef2b7ff700] DEBUG - handleStreamRead code 335544539: short read
Apr 04, 2018 15:11:13.450 [0x7fef2b7ff700] DEBUG - Auth: authenticated user 1 as SuperSecret
Apr 04, 2018 15:11:13.450 [0x7fef26bfc700] DEBUG - Request: [10.0.1.205:57875 (Subnet)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=1&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (7 live) TLS GZIP Signed-in Token (SuperSecret)
Apr 04, 2018 15:11:13.451 [0x7fef26bfc700] DEBUG - Beginning read from two-way stream.