Pay off the debt then use the rest of the money to get some counseling. You will be working until you are 80 if you continue gambling with high risk penny stocks. I think you already know this, the same way that smokers know that smoking is bad for them. I don't know if you have a spouse or partner but if you have one maybe they could manage the investments, so you can go "cold turkey." I don't know a lot about how to overcome this addiction but there are therapists who are trained in these matters. Please see one, instead of using your windfall to try for "one big win".