PDF redaction fails are everywhere and it's usually because people don't understand that covering text with a black box doesn't actually remove the underlying data.
I see this constantly in compliance. People think they're protecting sensitive info but the original text is still there in the PDF structure.
It's not hard to imagine some powerful LLMs being able to undo some light redactions that are deducible based on context
One fun thing I encountered from local government is releasing files with potato quality resolution and not considering the page size.
I had a FOI request that returned mainly Arch D sized drawings but they were in a 94 DPI PDF rendered as letter sized. It was a fun conversation trying to explain to an annoyed city employee that putting those large drawings in a 94 DPI letter size page effectively made it 30-ish DPI.