Done that about 4 times before posting here..
Will try again, with spigot instead.
Exact steps I will do, in ascending order
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Stop Docker
Delete all appdata
Completely remove docker
Install Docker from CA Applications
Run Docker with base / vanilla image (server.jar + latest)
Upon server.properties download + eula download + server starting, will stop docker
Will edit docker to use spigot server and will remove "latest" parameter
Start docker with spigot
Will update you, thanks