Don't know your backstory but I'll assume you're a rational human being that walked away from a home and a nice cube job because you didn't like it. That's how most people end up on the streets, right?

Drug addiction/alcoholism is a hell of a motivator.

i think i know this guy. Hangs out at the top of Sylvan and Scholls Ferry. He doesn't have a sign and just stands there 12 hours a day at least. Stoic beyond all belief.

You should-a seen the sword juggler on Glisan today by the 405 off-ramp.

There is no shortage of free food in portland.

^
I know, right. People fill their wooden boxes near the street will vegetables free for the masses.