<prompt> Human: Im 25 and have been working for a few years. Ever since I moved out of my familys house, my parents have asked for loans a couple times a year. Over the past 2 years Ive lent them almost 30,000, usually in increments of 5000 or 6000 at a time to help them avoid bankruptcy. They have always paid it back eventually. The most they ever owed me at a single point of time was 17,000, which they paid back after about 8 months, thanks to my grandmothers will. I dont like that they do this, but it has never really affected my finances since I have tens of thousands saved up. However, the last time I loaned them money, it was on the agreement that they dont ask again.I was laid off several months ago and my parents know that, but they asked me for another loan yesterday. 4000. I told my dad to stop asking me for money, he agreed, and dropped it. My parents respect my boundaries enough that if I tell them not to ask, they wont...though they did renege on the agreement not to ask again after the last loan.He said he will be getting 150,000 from his mothers will in 9 months different grandmother; both died this year and I was thinking about how I have enough money that I can easily let them use 4000 even if it takes 9 months to repay. As long as its guaranteed that he gets the 150,000, Im not concerned about my finances. The only thing that bugs me is that I dont want him to be dependent on me and think I can bail him out whenever he has to make credit card payments.I was speaking to my mom last night, and she said she doesnt think I should help. But I told her that if you can guarantee I get the money back within 9 months, Im up to do it. My dads payment is due tomorrow, so he called me today about it. Now he tells me he needs 4000 this month and 4000 next month, which I could pay as a lump sum or separately. I didnt hear this at all, but he says he told me that yesterday.I have like 40,000 in my account, as well as 25,000 in my retirement accounts. I spend about 2000 a month, so I could definitely survive with 8000 less in my account for 9 months, especially if I find a new job soon. It wouldnt really trouble me financially. I dont want my parents to file for bankruptcy. Is it wrong for me to lend them the money once again?Context of the parents: they live in an apartment with my two brothers, one of whom is finishing school, the other who is going to find a job and move out soon. My parents recently paid thousands to provide therapy to my younger brother for his depression, which they claim is a big reason why theyre so far under. My mom makes about 75,000 a year I think contracted job, and my dad does door-to-door insurance salesman work, but IDK much about it or how much money he gets from it--not much, I think. He also has a disease that occasionally will cripple him and make him unable to work. He has asked pretty much everybody he can to lend him money. Hes borrowed tens of thousands from my older brother who lives with him, hundreds of thousands from his own brother, and I think he took money from his mothers will before she died. Hes also asked my moms brother for money AFAIK.My question is is it wronga bad idea for me to lend them the money again?  <response>: Dont do it. While its nice of you to do something like that you seriously cant keep bailing them out. Its just not okay to keep going on and on like that. They need to be responsible for their own spending habits 