Cleveland is the poorest big city in America... hence, HUGE homeless problem
When my family came to visit, I was telling them about some of the bums, how you'd always see the same ones around and how they all had their own little quirks or personalities... sure enough, as we walk out of the baseball game we see 3 or 4 of the ones I was talking about... pretty funny.
Also, you can usually tell the difference between the truly homeless and the lazy panhandlers... the ones that are really bad off usually, in my experience, don't really bother you too much.