All political and business leaders should be forced through a period of homelessness for no less than a month at some point in their careers, preferably repeatedly. If we must set up a place for them to do so where they will not be followed or recognised, so be it. I think it's important that the people at the very top of our society fully sympathise with those at the bottom, by literally walking in their shoes.
Mokalus of Borg
PS - It's probably not a bad idea for most people, regardless of their station and status.
PPS - Assuming you don't get badly and permanently injured or ill in the process.