Anyone willing to do that probably needs the cash more than I do. Who am I to say? If I can spare it, I share it. If I can't, I still try to give a little of my time to recognize them as a fellow human being, because I know begging or just being destitute in general feels dehumanizing.
As a junior teacher, I taught summer school. The more senior teachers were doing continuing education. We all made lesson plans, prepared materials, and had mandatory professional development seminars.
Because the punchline relues on subverting expectation explicitly, not implicitly.