I'm a teacher. A parent of a former student contacted me in an emergency situation, couldn't afford to pay bills, and needed help. She was super helpful to me in my first year teaching, so I asked friends and family to help out and raised her about $2,000. Never again. She has contacted me every few weeks since then, always with a new reason why she needs more money (and when I offer food and clothing resources, she refuses it). It has placed me in such an awkward situation and I regret ever trying to help her out in the first place