AdmiralSpeedy

I have an array with a single SSD as a cache pool. I thought it might have something do with that as well, but I did try deleting an old file that was on the array and not something I just created to test that would still be on the cache pool.

If you read my comment, you'll see I am using SMB with the share mounted in Windows and it doesn't work. I only tried through the Unraid interface as a last resort (because at the time I didn't realize it only worked through SMB).

It's not just you. It does not work for me and I found a few people on Reddit who cannot get it to work either. I have restarted the server, restarted just the array, enabled file delete logs, unmounted and remounted the share in Windows, tried deleting files through the Unraid web interface directly and no matter what I do, it never logs a file being deleted and the recycle bin folders the plugin creates remain empty. I have tried it on 7.2.2 and 7.2.3 with the same results.