“The purpose of Cheesed is to do a kindness for the person, enabling someone to be more lazy or to become a user is not a chessed and in fact is a non chessed to the person. It is not beneficial for the person. So you haven’t done a chessed and in fact you have been cruel to the person and made your own middos worse.
I understand that Chessed is to help someone but isn’t a part of Chessed about improving ones middos? Even if they don’t actually need the help, why would I be “harming” (and not improving) my own middos by helping?”
Basically, if your act of “kindness” is not beneficial for the person you are doing it for, then it doesnt improve your middos either. If the person you are doing the favor for has developed a sickness that they use others or are lazy, by you doing them a “favor” you just enable them to continue being sick. You are “feeding” their sickness, not helping them and therefore your middos are not improving, Aderabbah what you have done can even be an Aveirah.