This has been going on for quite some time, but I'd like some assistance figuring out why and how to resolve.
From the Plex Media Server log file, I see the following where the ERRORS start:
Nov 23, 2017 20:08:22.119 [12672] ERROR - Couldn't add a new thread to the pool of size 4: boost::thread_resource_error: An attempt was made to load a program with an incorrect format
Nov 23, 2017 20:08:22.119 [2156] DEBUG - Request: [127.0.0.1:56876 (Loopback)] POST /video/:/transcode/session/5c737c71c89dc5c7a59c19b583b0a8ff/c5cf91c1-5293-4ebb-b64c-1d5c0d09f075/seglist (11 live) Signed-in
Nov 23, 2017 20:08:22.119 [2156] DEBUG - DASH segment range: 0 - 718
Nov 23, 2017 20:08:22.189 [12672] DEBUG - Completed: [127.0.0.1:56876] 200 POST /video/:/transcode/session/5c737c71c89dc5c7a59c19b583b0a8ff/c5cf91c1-5293-4ebb-b64c-1d5c0d09f075/seglist (13 live) 80ms 166 bytes
Nov 23, 2017 20:08:22.269 [7900] DEBUG - HTTP 200 response from GET http://127.0.0.1:49716/system/agents/media/get?guid=com.plexapp.agents.imdb://tt3874544?lang=en&mediaType=1&url=metadata://posters/com.plexapp.agents.imdb_414323ff8d14824441f8ca2a449d5c744480a162
Nov 23, 2017 20:08:22.269 [7900] DEBUG - Calculated media file path for item 73558: E:\Plex Media Server\Metadata\Movies\d\ecb254ebd0c02b2ffed5a9ef057ecf749bf26cb.bundle\Contents_combined/posters/com.plexapp.agents.imdb_414323ff8d14824441f8ca2a449d5c744480a162
Nov 23, 2017 20:08:22.339 [7900] DEBUG - Calling back into ourselves for photo to transcode, optimizing the process (status: -1)
Nov 23, 2017 20:08:22.339 [7900] DEBUG - Photo cache obtained 457797 bytes from http://127.0.0.1:32400/library/metadata/73558/thumb/1499137881?X-Plex-Token=xxxxxxxxxxxxxxxxxxxx
Nov 23, 2017 20:08:22.339 [7900] DEBUG - Saving original media file to E:\Plex Media Server\Cache\PhotoTranscoder\e4\e4154f1a5b1a35304f15b99b24dda1fdf89a74aa.jpg
Nov 23, 2017 20:08:22.359 [13800] ERROR - Couldn't add a new thread to the pool of size 4: boost::thread_resource_error: An attempt was made to load a program with an incorrect format
Nov 23, 2017 20:08:22.359 [0184] ERROR - Error issuing curl_easy_perform(handle): 23
Nov 23, 2017 20:08:22.359 [0184] WARN - HTTP error requesting GET http://127.0.0.1:49716/system/agents/media/get?guid=com.plexapp.agents.imdb://tt2398241?lang=en&mediaType=1&url=metadata://posters/com.plexapp.agents.imdb_d2d499c853b018343306d6c044318ac78757d1fa (0, No error) (Failed writing body (0 != 16384))
Nov 23, 2017 20:08:22.369 [0184] ERROR - Metadata /system/agents/media/get request failed with code: -23: http://127.0.0.1:49716/system/agents/media/get?guid=com.plexapp.agents.imdb://tt2398241?lang=en&mediaType=1&url=metadata://posters/com.plexapp.agents.imdb_d2d499c853b018343306d6c044318ac78757d1fa
Nov 23, 2017 20:08:22.369 [0184] DEBUG - Calculated media file path for item 73425: E:\Plex Media Server\Metadata\Movies\a\cd32f9ad5e750bf382c5321848b54d7d65cfea2.bundle\Contents_combined/posters/com.plexapp.agents.imdb_d2d499c853b018343306d6c044318ac78757d1fa
Nov 23, 2017 20:08:22.369 [7900] ERROR - Format [JPEG] - Insufficient memory (case 4)
Nov 23, 2017 20:08:22.369 [7900] ERROR - Error resizing an image, we don't trust what we cached [E:\Plex Media Server\Cache\PhotoTranscoder\e4\e4154f1a5b1a35304f15b99b24dda1fdf89a74aa.jpg]
Nov 23, 2017 20:08:22.369 [12672] DEBUG - Completed: [192.168.3.1:45051] 500 GET /photo/:/transcode?url=http%3A%2F%2F127.0.0.1%3A32400%2Flibrary%2Fmetadata%2F73558%2Fthumb%2F1499137881%3FX-Plex-Token%3Dxxxxxxxxxxxxxxxxxxxx&width=141&height=212&minSize=1&format=jpg (14 live) TLS 420ms 325 bytes (pipelined: 1)
Nov 23, 2017 20:08:22.389 [10256] DEBUG - Job running: C:\Program Files (x86)\Plex\Plex Media Server\CrashUploader.exe "--directory=E:\Plex Media Server\Crash Reports\1.9.7.4460-a39b25852" --version=1.9.7.4460-a39b25852 "--platform=windows-i386 (6.3 (Build 9600))" --serverUuid=4022ac40e90b975e44e3fcabc41f8ab7e4a19709 --userId=justin@***************.com --url=https://crashreport.plexapp.com
If it helps, (not sure who has access to this), my crashlog says it was successfully uploaded in the Plex Crash Uploader log file and the ID is 7072bd4f-6ae2-4e61-853c-2a7c80ecfdd3. My Crash Reports folder has many build numbered folders within, but they are all empty.
If more logs are needed to assist, please let me know and I'll upload.
Thanks!