One reason some homeless people seem to be more brazen is that they are not being policed as heavily, since people have realized how much of a waste of money it

One reason some homeless people seem to be more brazen is that they are not being policed as heavily, since people have realized how much of a waste of money it is to throw homeless people in jail for minor crimes. So the people who would be bouncing around in/out of jail are spending more time on the streets. And the same nonenforcement policies also enable homeless people to live in encampments that are not immediately shut down Note, I don't think the solution is necessarily to reverse these policies. But this is one explanation for why homelessness seems much more visible now than it used to be. There are other factors increasing homelessness in general, namely substance abuse and increasing housing costs. If you have a poor support network and are living paycheck to paycheck (like most Americans actually do), you are one incident at work + eviction away from homelessness. Substance abuse and untreated mental illness make these worse. Also there are some pernicious cycles that are hard to avoid with homelessness. Namely that homeless people, as you mention, tend to congregate in large wealthy cities that have lots of services for the homeless. These cities tend to have very high rents so it makes getting out of homelessness more difficult as long as they stay in the city.