The primary reason I think this is downvoted is that you neglect that Jay has lots of goals, and something like emotional blackmail may advance one but, if we assume he's a regular guy, set back many others. That is, you're being very narrow (here's what I think you should do to achieve the single goal X), rather than holistic (here's what I think you should do to advance your goals as a whole), and holistic advice is a lot more useful.