@villainx @Value_Added That would make more sense. Let’s say you are still working a middle-class job and you’ve built up a good nest egg, but still need to let compounding work its magic. You don’t really think it’s time to sell off positions for income yet, and you don’t have many dividend positions. You want a little more income, but don’t feel like picking up extra shifts anymore at work. (This is where I think I am at.) Is it complete nonsense to think you can take, let’s say, a $ 100,000 and supplement $ 10-15 thousand dollars of income with options? And I’m not talking about crazy long shots. For example, I always try to do a few a year and this year I did one on hsy. I’m open to this being shut down for being a stupid idea because I keep telling myself to just invest it for the long term and go to work.