App.plex.tv is unable to connect to "servername" securely, no device can connect to server

Edit: Sorry it submitted before I finished
Server Version#: Version 1.23.5.4862
Player Version#: PLex Web Version 4.61.2
Plex Android 8.20.1.26670

Starting last night I can no longer play anything from my plex server on any device, internal or external to my network. in the plex web app it says App.plex.tv is unable to connect to “servername” securely even when opening this on the windows device as the server is on. On the Android device it says “There was an error navigating to the specified item. Please make sure you are connected to the internet and try again” Device is on the same network with same network address range.

Been happily using Plex for years now and am a bit worried as we will be taking a road trip soon.

Any help would be greatly appreciated.

Adding logs in case that helps:

Jul 25, 2021 10:42:39.803 [18980] INFO - Plex Media Server v1.23.5.4862-0f739d462 - Microsoft PC x64 - build: windows-x86 windows - GMT -04:00
Jul 25, 2021 10:42:39.804 [18980] INFO - Windows version: 10.0 (Build 19043), language en-US
Jul 25, 2021 10:42:39.804 [18980] INFO - 6 2904 MHz processor(s): Architecture=0, Level=6, Revision=40458 Processor Identifier=Intel64 Family 6 Model 158 Stepping 10, GenuineIntel
Jul 25, 2021 10:42:39.804 [18980] INFO - Compiler is - MSVC 1924
Jul 25, 2021 10:42:39.821 [16244] INFO - SQLITE3:0x48fed2df, 283, recovered 121 frames from WAL file C:\Users\user\AppData\Local\Plex Media Server\Plug-in Support\Databases\com.plexapp.plugins.library.db-wal
Jul 25, 2021 10:42:39.998 [16244] INFO - [CERT/OCSP] Successfully retrieved response from cache.
Jul 25, 2021 10:42:40.902 [14012] WARN - [MediaProviderManager] Unrecognized MediaProvider feature: availability
Jul 25, 2021 10:42:40.902 [14012] WARN - [MediaProviderManager] Unrecognized MediaProvider feature: availability-platforms
Jul 25, 2021 10:42:40.902 [14012] WARN - [MediaProviderManager] Unrecognized MediaProvider feature: universalsearch
Jul 25, 2021 10:42:40.911 [13196] WARN - [MediaProviderManager] Unrecognized MediaProvider feature: availability
Jul 25, 2021 10:42:40.911 [13196] WARN - [MediaProviderManager] Unrecognized MediaProvider feature: availability-platforms
Jul 25, 2021 10:42:40.911 [13196] WARN - [MediaProviderManager] Unrecognized MediaProvider feature: universalsearch
Jul 25, 2021 10:42:41.813 [13196] WARN - Crash: Crash reporting disabled
Jul 25, 2021 10:42:42.216 [14020] INFO - Refreshing paths watched by LibraryUpdateManager
Jul 25, 2021 10:42:43.297 [22448] INFO - Sync: downloaded 0 sync list(s) with 0 sync items(s): 0 new, 0 updated, 0 deleted
Jul 25, 2021 10:42:43.299 [8316] WARN - Sync: local sync directory "C:\Users\user\AppData\Local\Plex Media Server\Cache\Transcode\Sync+" does not exist
Jul 25, 2021 10:42:43.964 [10676] WARN - [EventSourceClient/pubsub] MyPlex: attempted a reachability check but we're not yet mapped.
Jul 25, 2021 10:43:07.023 [19120] INFO - AutoUpdate: no updates available
Jul 25, 2021 10:45:34.933 [9172] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.933 [9172] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.940 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.940 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.958 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.958 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.966 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.966 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.985 [9172] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:34.985 [9172] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.024 [9172] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.024 [9172] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.031 [9172] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.031 [9172] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.053 [9172] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.053 [9172] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.209 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.209 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.308 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.308 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.350 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.350 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.350 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.351 [9172] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.351 [9172] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.352 [21052] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.352 [21052] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.352 [21052] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.353 [24012] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.353 [24012] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.363 [21052] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.363 [21052] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.363 [21052] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.369 [21052] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.370 [21052] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.370 [21052] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.370 [9172] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.370 [9172] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.381 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.381 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.381 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.418 [15976] INFO - AutoUpdate: no updates available
Jul 25, 2021 10:45:35.426 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.426 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.426 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.432 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.432 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.432 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.455 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.455 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.455 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.580 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.581 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.581 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.598 [21052] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.598 [21052] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.609 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.609 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.609 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.640 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.640 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.640 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.646 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.646 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.646 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.675 [19244] WARN - QueryParser: Invalid field 'sectionID' found, ignoring.
Jul 25, 2021 10:45:35.675 [19244] WARN - QueryParser: Invalid field 'contentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:35.675 [19244] WARN - QueryParser: Invalid field 'pinnedContentDirectoryID' found, ignoring.
Jul 25, 2021 10:45:37.971 [19244] ERROR - Unknown metadata type: folder
Jul 25, 2021 10:45:37.980 [21052] ERROR - Unknown metadata type: folder
Jul 25, 2021 10:45:43.546 [15976] INFO - [Transcode] [FFMPEG] - MFT name: 'Microsoft AAC Audio Encoder MFT'
Jul 25, 2021 10:45:43.553 [15976] INFO - [Transcode] [FFMPEG] - MFT name: 'Microsoft AAC Audio Encoder MFT'
Jul 25, 2021 10:45:47.552 [9544] ERROR - Transcoder: Failed to delete session directory (boost::filesystem::remove: Access is denied: "c:\Transcode\Transcode\Sessions\plex-transcode-hbzuouj7m76m5vsv3mvpb7v8-34203b62-4387-46aa-badb-31dbc1b470af\chunk-stream1-00016.m4s")
Jul 25, 2021 10:51:48.595 [17972] INFO - AutoUpdate: no updates available
Jul 25, 2021 10:51:51.680 [9172] INFO - AutoUpdate: no updates available
Jul 25, 2021 10:59:04.589 [9172] INFO - AutoUpdate: no updates available

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