if the homeless person was a child, yeah it would be an intolerable passing of judgement.
and if i had a huge house with more than enough space, and one day discovered that a homeless child had moved into a tiny space a few decades ago, contributed extensively to maintaining that space, and is now an adult, i would say it's completely intolerable for me to evict them at that point.
If you came home and a homeless person was sleeping in your bed, would you consider it an intolerable passing of judgement to say they shouldn't have done that and you will be "deporting" them out of your house?