John Scalzi's essay on "Being Poor". I missed it when it came out, but I'm glad I found it. No matter who you are or what you believe, you will wind up with questions after you read the essay and the comments it brought on.
One of my own:
Having been what is considered "poor" means that you have a vague understanding of actual poverty, and that you live each of your days being sure that it doesn't happen to you and yours.