It is a concern not being able to delete individual files on TM backups something I will raise with
Apple as a security/privacy concern.
Rather than wait around for a particular backup to be replaced, though that might never happen, or avoid deleting all the history of TM by deleting the complete backup and starting again, I have been doing some experimenting.
I have arranged for TM backup disk to be formatted as Mac Extended (Journaled) not APFS – another story.
“Caveat emptor”
I tried various methods to delete individual files from all the backups. Having been ‘told’ they would be gone immediately and forever they reappeared later.
I have/had TM backups 6/9/25, 15/9/25, 5/10/25 … 9/11/25.
I found I could delete a particular dated backup by using Terminal:
Sudo tmutil delete -p <then drag the backup file of a specific date here, which will give the full and correct path>
I deleted the 15/9/25 backup.
TM seems to work perfectly. I restored files unique to 6/9/25 and 5/10/25, that is, either side of the one I had deleted.
I then checked it would work with Migration Assist. It showed all the TM backups and I specifically chose both 6/9/25 and 5/10/25. It did all the right things e.g. calculating the sizes. I did not continue with Migration Assist though (yet?).
I have arranged subsequent backups today without a hitch.
Again I emphasise this what I did, “caveat emptor”, and seems to work. Note also this is with Sequoia not Tahoe. Any takers to confirm with Tahoe?
Although I will continue to test, if anyone would like me to try something I shall see if I can to do.
If there is a particularly dated backup or more which has a file that needs to be removed, this seems to be a solution, as Dangthrimble would like. Nothing like as good or as flexible as can be done with Mojave TM backup et al but better than the alternatives.