I didn't think it would take nearly six years to return to conventional housing. I figured I would be homeless for a few months.
It's much, much easier to just walk away from a job and an apartment than to find your way back.
Edit: Homelessness often involves some degree of choice, but most homeless don't want to admit that because it just gets them more crap from people. That choice might be "I can stay with an abusive spouse or go be homeless. I'd rather be homeless."
Homelessness is frequently the lesser evil. If they had better options available, they would be thrilled to go with some other option. But they don't.
Point being: If you genuinely think homelessness is the absolute worst thing, you probably have other options. They may be less than optimal, but they likely exist.