1) Is there a way to delete all your examples at once, rather than having to delete them one by one? My categories were sufficiently different from yours that I preferred to start from scratch. I first tried to delete the categories, hoping that that would also zap the items inside them. That didn't work.
I can understand the confusion+frustration. Right now WhenLast will recreate a category even after you delete it, if there are any items with that tag. I will be changing this behavior so that if you try to delete a category with items in it, you will be told how many items are solely in that category, and then your choice will be to delete the category AND all items in it, or cancel your attempted delete.
2) Is there a way to manually enter a date when something was done and have that date be visible until the next time? For example, if I made an image backup on December 21, 2014 (before I had WhenLast) and not since then, I'd like to be able to have WhenLast show the December 21, 2014 date. I found I could write in a date, but it wouldn't be visible on the main screen.
you can do this, though it's a bit uncomfortable. do this: Click the NOW button for the item so that the current date is entered. Now edit that item, and in the date history area, go change the date to the date of your choice, keeping the same basic date format.
in a future version i will make it so you can edit the date in a more friendly fashion.
3) Is there a way to synchronize WhenLast on two (or more) devices?
you can EXPORT your data file onto an sdcard or dropbox, etc., and then IMPORT it on the other machine. WhenLast smartly merges changes so you can export and import back and forth and preserve recent changes.