That is a deadlock problem - would need deadlock diagnostics to investigate - connections list, process dump, debug server logs - There are several threads relating to deadlocks - this is one Plex Deadlocking with to many hung connections issues for last 5 months Now!. (This ended up giving me anxiety attacks!) (Edited title for clarification) - Plex Media Server / Desktops & Laptops - Plex Forum
See this post for deadlock diagnostics on windows
Plex falls offline, doesn’t crash PMS.exe - General / General Discussions - Plex Forum