The connection you are trying to make about modern-day homelessness and Jesus traveling with the apostles is not there. That's my point.
		
		
	 
I believe there is definitely a connection.    Elijah is described in the Book of Kings as being "swift of foot" (a traveler) and he lived in the "wilderness and had a wild appearance", at one point he was taken in by a widowed woman.   The polite term is "rambling man", the term "hobo" also comes to mind.   John the Baptist is described the same way, a recluse wearing a hairy shirt who lived in the wilderness eating wild honey and grasshoppers.    I can relate to that, I dug up earth worms and ate them raw when I walked down the San Francisco River from New Mexico to Stanton Arizona.   Been there, done that.   Raw eggs from bird's nests tastes better than worms though, and it goes down easier.   Don't chew !
We've already read from another CF member, according to Scripture, the "Son of Man will have no place to rest his head".   I didn't even get the chance to post that one, he beat me to it.   In the Gospel, a rich man asked Jesus what he needed to do to follow him, and Jesus replied, "Go and sell that which you have, and give the money to the poor", (Matthew 19:21, Mark 10:21).   Jesus didn't tell the rich man to bring the money back to him.    In fact, there is no evidence in the Gospel record of Jesus ever personally handling money, except when he showed the Pharisees a Roman coin and said "Render unto Cesar the things that are Cesars, and unto God, that which are Gods', (Matthew 22:21)' and he had to 
borrow the coin from one of the Pharisees to illustrate his point.     I suppose you'd call someone today who has no interest in money, or the things money can buy a "vagrant", wouldn't you ?!   Isn't that the right label you'd use ?
Have you noticed the number of Cf members in this thread who disagree with you ?   I'm knocking back some serious "likes" trying to explain the "spirituality" of homelessness to you "thatbrian",  I just got another medal a minute ago.   Christians recognize other Christians when they hear their voice, (John 10:27).   Go and sell everything you have, take a walk from Houston to Sweetwater Texas in July, and when you meet a illegal Mexican immigrant hiding in a culvert, see if he doesn't offer to share his food and water with you...  then you'll understand what I already know.
FYI.   A sociologist working on her degree at a shelter told me, the incidence of mental illness, drug abuse, alcoholism, crime and domestic violence, is no higher in the homeless population than it is in the general population.   Want her phone number ?   She's probably still working at the same shelter.   It wasn't all that long ago I met Karen. 
And personally, I don't think George 
was mentally ill.   As for his curse not being worthy in scale with OT prophecy, I'd say the Worst Environmental Disaster in the History of the South Western Unites States is a pretty darn impressive start for a prophet.