No,
In my 20's, I hung out with a guy (friend of my friends), who last I was told, is now homeless on the streets of Hamilton. Biggest prick I ever knew. Had no problem "burning bridges" and taking advantage of people's generosity. He figured he make a living doing YouTube videos rather than work an actual job. Got hooked on drugs.
Most homeless people are so racked up in debt to their dealers that even if they attempted to turn their lives around and started making money, their dealer would come after them, and the vicious cycle repeats.
"free housing"
Where's my free housing???? Why should people who choose to make poor choices in life be rewarded with free housing? There's people out there working two jobs and still living in their cars.