What tool do you use to automatically unlock your cryptomator vault and sync the files in your vault with the local copies of those files?

[Michael]

@cr7

with “test document 1” and “test document 2” being compressed folders containing the actual document in each corresponding folder

then you oviously have enabled the Data Compression in your PB tasks. Please note: this will slow down the complete process significant because PB has to compress all the files you want to backup. And to compare files in further backup processes, it has to unpack the files again. My experience is that the benefit of less volume needed (and this less is not really much because you cannot compress for example photos very effective) costs way to much time. (of course only my opinion)

@cr7

If I head over to the OneDrive folder and look inside that when when the vault is locked, opening the “Personal backup test vault” folder shows me masterkey.cryptomator, masterkey.cryptomator.bkup, a folder named “m” which is empty, and a folder named “d” that contains a whole bunch of other folders inside named things like “M3”, “WR”, “D8”, “H7”, etc. (with more folders inside each that are labeled with a string of random characters)

If this doesn’t look abnormal, then it seems like everything worked.

This looks very good, because this is the “view” of your encrypted files. This bunch of cryptic folders and files is what you want to store online.
If you want to go deeper into how cryptomator does secure your files and why there are so many files (despite you only have in fact 2 Files created) this will give you all the information: Why so many files

@cr7

is it possible to configure Personal Backup so that if I delete a file from one of the directories to be backed up (whether it be a document or photo), that file won’t be deleted from the backup destination?

As long as you do not enable the sync function in advanced job settings (default disabled as far as i know), PB will not delete files in the backup destination.
In default settings PB is a backup tool. It creates backups, and does not only mirror your files as a sync software would do. Therefore it will never delete a file in you Backup only because you have deleted it in your sources. Then a backup would not make sense anymore
If you delete a file in the source, it will be keept in the backup.
But: there’s s sync option you can enable to get the benefits ob both, syncs AND backups.
If you want to enable the sync, you can configure PB to set a prefix and/or suffix and/or a dedicated folder for deleted files, and keep them in the backup instead of actually deleting them. This might be useful if you want to backup a exact “as it is” condition of your files, but also want to keep deleted files in the backup. Lets say: a combination of a sync tool and a backup tool

Furthermore you can configure PB to keep a security backup of files when you have changed them. Please have a look at the task setting tab Other options
Here you can define how many “old versions” should be kept when a file was changed, and how long they should be keept be kept (0 for “always”).
PB will then make a security backup before updating the file, and saves it with a prefix (or whatever you configure how the files should be named).