Just to help out future folks:
I was running into a bunch of
WARNING:DLIB: Failed to send announce message (-22)
every time I started up on Windows 10. In my case it was 100% related to having a bunch of network adapters in my Network settings that were in an in-between state of being useful. They weren’t active, but weren’t disabled either. I went into Networking / Change Adapter Options and ‘disabled’ all of the leftover adapters I had listed from various VPNs I use for work, etc and it cleared out all of those DLIB messages.