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#1
Hello Pathfinder, :)
You might see if using Method One in the tutorial below to delete the $Recycle.bin for the H: drive may help.
Recycle Bin Corrupted - Cannot Delete File or Folder
Just to verify, did you run the command in an elevated command prompt?
Elevated Command Prompt - Open in Windows 10
Is the external HD being plugged into the same usb port every time? And, is the external HD, if being plugged into the same usb port every time, assigned a drive letter?