This problem seems to be old, I had it at least in Ubuntu 22.04, 20.04, in VMWare 17, previously 16, and maybe 15 too (always the same VM, I've been using it forever over different upgrades).
I got 2 distinct situations plus an observation.
- Sometimes I got a "no drop" mouse pointer. That's clear enough, no drag and drop.
- Sometimes I got a regular drag pointer, but the files didn't appear after being dropped.
- Sometimes, but not always, just restarting the drag from the start a few times changes it from 1 to 2.
Today I discovered that in case 2, the files *are* copied to the VM, just not moved to the right location.
All files I ever dropped-and-failed were in ~/.cache/vmware/drag_and_drop/xxxxxx/ in the VM -- it went back to 2019.
xxxxxx is a temp name, a random string of 6 letters and digits. Just sort the drag_and_drop directory by Modified time in Files to find the most recent one.
".cache" is hidden, don't forget to turn on 'show hidden files'.
It might also be a good idea to clear the directory out from time to time, especially if you have been trying again and again to drop some large files in there, as I had
-- EDIT --
Sorry for mixing this into a "copy and paste" thread, I thought I was replying in another thread I read 15 minutes earlier.