I've played that. Never make it very far. Would like to make it mandatory for all politicians, especially Tea Partiers.
Tons of people would rationalize their way out of it.
I couldn't pass a typing test, and yet I spend a great deal of my work and leisure time typing, but I assume my degree and years of experience would save me, and I'd have better options than the ones listed. But is that really true?
I also have my parents, who wouldn't allow me or my imaginary child to live in my car. I have safety nets. Not everyone does.
For some people, it's difficult to put themselves in another's shoes. Also, it's a rationalization to say, "those other people must have done something wrong to end up in that place." This happens often in rape trials as well. "Well, that couldn't happen to me" is a way your mind protects itself from something icky, uncomfortable, terrifying. Trying to walk people back from that thinking is difficult to impossible.
I mean, think of a belief you hold to be rock solid, undeniably true. Imagine I walk up to you with proof that you're wrong. The world is, in fact, flat. Or whatever it is. It's difficult for any of us to get the needle off the grooves in our minds. It's frustrating.