[Dienasty]

I think it is fine to lend money, just ask for post dated cheques and inform them when you will be cashing them, state a schedule and post date the cheques to those date. However someone who is stupid with money, is not someone you want to lend money to, as they will just consume it the same way they have been consuming there money on frivolous items. What I would do is a) buy dividend paying shares for them and explain that they need to use the dividends to pay off credit card debt. That way it is like you have control over the money and have a chance for it to appreciate, while they can get some monthly income. Maybe when they see how nice it is to have passive income they might try to save some cash to get more. You can also put more in the investment as you have control over it. I would look at banks or pipelines to keep the initial investment fairly safe.