Peeple hoo kan spelll don't end up homeless, so I know yer just yanking
chains. But a google image search for "shopping cart tent" (without
quotes) turns up some fun stuff:

Sure they do. Although I also think this is a troll. All it takes it
is bad luck and no friends to come to the rescue.

The handful of homeless I know/knew were all college educated. Some I
had no idea that they were sleeping in the woods or doorways. Not to say
that many homeless are poorly educated, but many are quite literate,
some had very good jobs. Among the handful I know of, one was a Lockheed
Engineer, another a Book Keeper. Circumstances vary widely.

Friends and family are keeping many, many from having a much tougher
time. But that doesn't help everyone, and there is only so much that
friends can do or want to do. One thing is certain. Improving your lot
in life once homeless is very hard indeed.

Jeff