I agree with the point that Money is educational. No expert, but in many cases (how many?) we are dealing with addiction psychology. Here money is a cruel teacher because of the potential (or is it liberty) for the receiver to simply drink themselves to death, enabled by the giving. I would argue that an addict feels like they have "free choice". Also, this money may simply be a bridge to a dark future, where another meal or two simply delays the inevitable.
Let's just agree that there are many nuances to this issue and there are some underlying reasons there is still homelessness and hunger in one of the richest societies in the world. Until we solve the imbalances, can we offer compassionate assistance?