Have you ever tried to help someone with their problems and it backfired on you?

This was inspired by a recent question about helping the homeless. This is just one scenerio that I’ve experienced firsthand. This is about one of my inlaws who was always in trouble with the law, never held on to a job for long, always had money problems and always had to create drama in his life.

I tried to help this person out. I offered him a place to live until he got himself together. I helped him to create a resume and land a decent job but he quit after 2 weeks claiming the place sucked (this ended up being a regular trend). I even had him help me with some of my side jobs doing electrical/plumbing and some furnace work to only have him not show up half the time and eventually he quit on me (I thought I was doing good by teaching him a trade).

Same with money, I never got paid back and I suspect he stole some items from me that were very sacred to me like a 1927 NY Yankees team autographed baseball that my pap gave to me, my football/baseball cards, money among other things. I have not bothered with him for around 8 years now.

Not trying to overstate my own personal experience here but has anyone on here tried to help someone out in any situation to only have yourself regretting it? Could be anything.