Ahh, gotcha.
I just recreated the issue and here is a section of the only log file with time entries from that time:
Mar 18, 2020 07:30:18.626 [0x7f8bdd5c8700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:30:18.626 [0x7f8bceffd700] DEBUG - Request: [127.0.0.1:35566 (Loopback)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:30:18.626 [0x7f8bceffd700] DEBUG - Content-Length is -1 (of total: -1).
Mar 18, 2020 07:30:38.626 [0x7f8bdde4a700] DEBUG - Completed: [127.0.0.1:35566] 200 GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP 20000ms 5 bytes (pipelined: 1)
Mar 18, 2020 07:30:38.632 [0x7f8bdd5c8700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:30:38.632 [0x7f8bceffd700] DEBUG - Request: [127.0.0.1:35574 (Loopback)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:30:38.632 [0x7f8bceffd700] DEBUG - Content-Length is -1 (of total: -1).
Mar 18, 2020 07:30:58.632 [0x7f8bdde4a700] DEBUG - Completed: [127.0.0.1:35574] 200 GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP 20000ms 5 bytes (pipelined: 1)
Mar 18, 2020 07:30:58.643 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:30:58.643 [0x7f8bceffd700] DEBUG - Request: [127.0.0.1:35586 (Loopback)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:30:58.643 [0x7f8bceffd700] DEBUG - Content-Length is -1 (of total: -1).
Mar 18, 2020 07:31:18.360 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:31:18.360 [0x7f8bceffd700] DEBUG - Request: [127.0.0.1:35602 (Loopback)] GET /:/prefs (6 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:31:18.363 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:31:18.363 [0x7f8b46fed700] DEBUG - Request: [127.0.0.1:35604 (Loopback)] GET /accounts/1 (8 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:31:18.363 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:31:18.363 [0x7f8bc6ffd700] DEBUG - Request: [127.0.0.1:35606 (Loopback)] GET /myplex/account (8 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:31:18.364 [0x7f8bdd5c8700] DEBUG - Completed: [127.0.0.1:35606] 200 GET /myplex/account (8 live) GZIP 0ms 2619 bytes (pipelined: 1)
Mar 18, 2020 07:31:18.368 [0x7f8bdd5c8700] DEBUG - Completed: [127.0.0.1:35604] 200 GET /accounts/1 (8 live) GZIP 5ms 518 bytes (pipelined: 1)
Mar 18, 2020 07:31:18.371 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:31:18.371 [0x7f8bc6ffd700] DEBUG - Request: [127.0.0.1:35606 (Loopback)] GET /system/:/prefs (8 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:31:18.372 [0x7f8bc6ffd700] DEBUG - [com.plexapp.system] Sending command over HTTP (GET): /system/:/prefs
Mar 18, 2020 07:31:18.372 [0x7f8bc6ffd700] DEBUG - HTTP requesting GET http://127.0.0.1:34055/system/:/prefs
Mar 18, 2020 07:31:18.373 [0x7f8bdde4a700] DEBUG - Completed: [127.0.0.1:35602] 200 GET /:/prefs (8 live) GZIP 13ms 7655 bytes (pipelined: 1)
Mar 18, 2020 07:31:18.380 [0x7f8bc6ffd700] DEBUG - HTTP 200 response from GET http://127.0.0.1:34055/system/:/prefs
Mar 18, 2020 07:31:18.381 [0x7f8bc6ffd700] DEBUG - [com.plexapp.system] HTTP reply status 200, with 418 bytes of content.
Mar 18, 2020 07:31:18.381 [0x7f8bdde4a700] DEBUG - Completed: [127.0.0.1:35606] 200 GET /system/:/prefs (8 live) GZIP 9ms 734 bytes (pipelined: 2)
Mar 18, 2020 07:31:18.643 [0x7f8bdde4a700] DEBUG - Completed: [127.0.0.1:35586] 200 GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (8 live) GZIP 20000ms 5 bytes (pipelined: 1)
Mar 18, 2020 07:31:18.664 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:31:18.664 [0x7f8b46fed700] DEBUG - Request: [127.0.0.1:35602 (Loopback)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (7 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:31:18.664 [0x7f8b46fed700] DEBUG - Content-Length is -1 (of total: -1).
Mar 18, 2020 07:31:29.131 [0x7f8bce7fc700] DEBUG - Checking if time for scheduled update
Mar 18, 2020 07:31:38.665 [0x7f8bdd5c8700] DEBUG - Completed: [127.0.0.1:35602] 200 GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (4 live) GZIP 20000ms 5 bytes (pipelined: 2)
Mar 18, 2020 07:31:38.672 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:31:38.672 [0x7f8b46fed700] DEBUG - Request: [127.0.0.1:35616 (Loopback)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (4 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:31:38.672 [0x7f8b46fed700] DEBUG - Content-Length is -1 (of total: -1).
Mar 18, 2020 07:31:58.672 [0x7f8bdd5c8700] DEBUG - Completed: [127.0.0.1:35616] 200 GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP 20000ms 5 bytes (pipelined: 1)
Mar 18, 2020 07:31:58.679 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:31:58.680 [0x7f8b46fed700] DEBUG - Request: [127.0.0.1:35620 (Loopback)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:31:58.680 [0x7f8b46fed700] DEBUG - Content-Length is -1 (of total: -1).
Mar 18, 2020 07:32:18.680 [0x7f8bdde4a700] DEBUG - Completed: [127.0.0.1:35620] 200 GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP 20000ms 5 bytes (pipelined: 1)
Mar 18, 2020 07:32:18.687 [0x7f8bdd5c8700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:32:18.687 [0x7f8b46fed700] DEBUG - Request: [127.0.0.1:35624 (Loopback)] GET /player/proxy/poll?deviceClass=pc&protocolVersion=3&protocolCapabilities=timeline%2Cplayback%2Cnavigation%2Cmirror%2Cplayqueues&timeout=1 (3 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:32:18.687 [0x7f8b46fed700] DEBUG - Content-Length is -1 (of total: -1).
Mar 18, 2020 07:32:24.607 [0x7f8bdd5c8700] DEBUG - WebSocket: client initiated close
Mar 18, 2020 07:32:24.607 [0x7f8bdde4a700] DEBUG - NotificationStream: Removing because of close
Mar 18, 2020 07:32:24.608 [0x7f8bdd5c8700] DEBUG - handleStreamRead code 2: End of file
Mar 18, 2020 07:32:24.608 [0x7f8bdd5c8700] DEBUG - Completed after connection close: [127.0.0.1:39998] -3 GET /:/websockets/notifications (4 live) GZIP 46057468ms 2998601 bytes
Mar 18, 2020 07:32:24.666 [0x7f8bdde4a700] DEBUG - Auth: authenticated user 1 as sgabriel
Mar 18, 2020 07:32:24.666 [0x7f8b46fed700] DEBUG - Request: [127.0.0.1:35626 (Loopback)] GET /diagnostics/logs (3 live) GZIP Signed-in Token (sgabriel)
Mar 18, 2020 07:32:24.667 [0x7f8b46fed700] DEBUG - Diagnostics: Building logfile zip
Ignorantly to me, it seems odd that there isn’t any reference to my workstations’ IP address, only loopback, but that could just be my ignorance in “normal Plex log behavior”.