Are these two different Raspberry Pi’s ?
I am concerned that the device identifier is the same for both devices
IP Address 10.2.3.151
Jan 29, 2017 15:29:10.461 [3256] DEBUG - Request: [10.2.3.151:40022 (Subnet)] GET /:/timeline?containerKey=%2fplayQueues%2f27&duration=6865398&guid=com.plexapp.agents.imdb%3a%2f%2ftt2261331%3flang%3den&key=%2flibrary%2fmetadata%2f22&playQueueVersion=1&ratingKey=22&state=playing&time=0 (14 live) TLS Signed-in Token (Freewinds)
Jan 29, 2017 15:29:10.461 [3256] DEBUG - Client [792b8740-9f5e-40e1-a424-e8a6c72c0f52] reporting timeline state playing, progress of 0/6865398ms for guid=com.plexapp.agents.imdb://tt2261331?lang=en, ratingKey=22 url=, key=/library/metadata/22, containerKey=/playQueues/27, metadataId=22
Jan 29, 2017 15:29:10.461 [3256] DEBUG - [Now] User is Freewinds (ID: 1)
Jan 29, 2017 15:29:10.461 [3256] DEBUG - [Now] Device is Plex Home Theater (RasPlex).
Jan 29, 2017 15:29:10.461 [3256] DEBUG - [Now] Profile is Raspberry PI
The Client Identifier is 792b8740-9f5e-40e1-a424-e8a6c72c0f52
and
IP Address 10.2.3.154
Jan 29, 2017 15:29:06.011 [3256] DEBUG - Request: [10.2.3.154:53274 (Subnet)] GET /:/timeline?containerKey=%2fplayQueues%2f26&duration=5423968&guid=com.plexapp.agents.imdb%3a%2f%2ftt0441773%3flang%3den&key=%2flibrary%2fmetadata%2f107&playQueueVersion=1&ratingKey=107&state=playing&time=63263 (13 live) TLS Signed-in Token (Sky Lounge)
Jan 29, 2017 15:29:06.011 [3256] DEBUG - Client [792b8740-9f5e-40e1-a424-e8a6c72c0f52] reporting timeline state playing, progress of 63263/5423968ms for guid=com.plexapp.agents.imdb://tt0441773?lang=en, ratingKey=107 url=, key=/library/metadata/107, containerKey=/playQueues/26, metadataId=107
Jan 29, 2017 15:29:06.011 [3256] DEBUG - Play progress on 107 'Kung Fu Panda' - got played 63263 ms by account 11944666!
Jan 29, 2017 15:29:06.011 [3256] DEBUG - [Now] User is Sky Lounge (ID: 11944666)
Jan 29, 2017 15:29:06.011 [3256] DEBUG - [Now] Device is Plex Home Theater (RasPlex).
Jan 29, 2017 15:29:06.027 [3256] DEBUG - [Now] Profile is Raspberry PI
The Client Identifier is 792b8740-9f5e-40e1-a424-e8a6c72c0f52
These look the same
Device with User B - The Client Identifier is 792b8740-9f5e-40e1-a424-e8a6c72c0f52
Device with User A - The Client Identifier is 792b8740-9f5e-40e1-a424-e8a6c72c0f52
Can you test all this using other players / other devices