After days of work I managed to get the Windows disk manager to show available shrink space of 490GB (my actual free space). After multiple tries of smaller and smaller sizes I keep running into either Microsoft files like:
\Windows\Prefetch\AgGlGlobalHistory.db::$DATA
\ProgramData\Microsoft\Network\Downloader\qmgr0.dat::$DATA
\ProgramData\USOShared\Logs\UpdateSessionOrchestration.001.etl::$DATA
\Users\Chris\AppData\Local\Microsoft\TokenBroker\Cache\5ad5f39014e0e31842e0dcf87f990a3931fea5ad.tbres::$DATA
and NTFS files like: "\$BitMap::$DATA"
I know this is possibly a duplicate of a lot of questions, but I have not found a clear answer to this issue. I even tried to shrink 150GB and I wasn't able to.
Not enough space available to shrink
or something like that.