RN19,
There have been several studies done where when troubled people were given money, in a relatively short amount of time most were back where they started from…
New habits need to be learned & formed, a positive belief system in their own success needs to be set in place, etc.
It is very commendable that you are such a support system & trustworthy confidant. Just keep in mind not to become enmeshed nor manipulated. It may be wise for you to have a mentor/ mashpia/ supervisor, etc.
Much hatzlacha to you & them