In the [link text](https://interpersonal.stackexchange.com/q/8255/8693 "surely that isn't a literal link text") I told the OP in comments that "Should I?" questions are opinion-based and on-topic. He's asked if rewording it would help, and I...kind of feel like the problem is the information being sought, not the verbiage of the question? Which is to say, it's still basically looking to be told which path is 'right.'
Is my interpretation correct, that the change he suggests wouldn't get the question on-topic?