just my thoughts
Pro
If so why was he always taking jabs at Ja?

Listening to it, sounds like it. Wouldn't be surprised this was around the time Jay was touring with Talib and The Roots and them and Ja hit him and told him to stop hanging with them backpack nikkas, and he said Jay hit back like "Don't ever in your life tell me what to do"
This happened??According to JA.This happened??

underrated album
voice always annoyed me but he had a few moments. Think he was at his best on Life We Chose, That's Right & Whatever It Takes. Everything else 
he was supposed to be next up. A Chris & Kanye/Just project would've been 