I'd argue the questions are simply a tool to force a person to confront the reality of a profession vs. a fantasy they've built in their head.

I think the problem is that when confronting all future plans you might find out you don't like any of them.

But you have to do something, choose something. So it's almost better if you don't think too hard, just do it and find out, learn to become content with it.

I really don't think it's better to choose your life path based on lack of understanding of your plan's consequences, rather than choosing the least unappealing option.

So, now you need to study choosing so maybe a career in philosophy?

Yea, it's about confronting yourself. I'd agree. I think the whole thing about investing into a store isn't really what this article is about.