Gifting and generosity are pretty tricky – the emotional reaction of the receiver can be wildly unpredictable. I have learned to wait until someone actually asks me for help, and even that can result in unpleasant resentment and feelings of obligation in both giver and receiver. The giver, because you do hope your generosity will be used well, and the receiver, because they want privacy and the right to free agency.
Once you start to factor in the codependent needs of some givers, and the dependent needs of some receivers, it can all go to hell in the long run. I have a LOT of experience with these factors within my own family.
Then there is the kind of resentment your receiver displays. Some people, no matter how much or how little they have, are envious of those who have more. There's no fixing that from the outside; any changes that happen in those folk probably occurs from some dramatic life event.
In the case you describe, I would gently suggest that your generous giving had a tinge of co-dependency about it. Giving further, considering the results so far, would be truly codependent. Read up on this online; there are numerous sites which describe codependent or enabling tendencies, how to identify them, and how to deal with them.
But I'm glad you have a willingness to help out. Probably better to do this through agencies that have many desperate and grateful families relying on the generosity of strangers.