Caleb,
Been interested in this subject for a while myself. When I was confronted by JW-beliefs as a non, I often found myself wondering what the early Hebrew or current Jewish perspective was on Scriptures. Even though I wasn't getting far in reading commentary, it was an eye opener.
The tip of the iceberg appeared to be the notion that there were such divisions as implied by the TaNaKh: law, prophets and writings, plus the pigeon-holing of the books therein. Ask various Christian which one is which (e.g., Daniel) and consider the implications.
But then considering the JW position is that a Scripture is inerrant, including I suppose Jeremiah 8:8 - while a Rabbinical or even Catholic position these days might be: "Some say, 'Yes', some say, 'No..."
I know that another topic has now been reserved for questions, but there seems to be a lot of cross fire on that channel right now. So, I'll ask you for your taken on what of the books in the Kethuvim, and that is Job.
Admittedly, Job is written in Hebrew, but is it originally a Hebrew story? Does it have any context? What does it mean to Jews? You said elsewhere that the purpose of life is to try to make the campsite better than when you arrived. Does Job address that? Saw the Coen brothers "A Serious Man" a few years ago. Maybe more than coincidental resemblances in the film, but the narrator didn't say at the end that protagonist got everything back in double. There was just a tornado warning.