Yeah, you're right, if you have wife/kids/anybody depending on you, then it's not the way to go. In your case, I would focus on being honest with yourself and

Yeah, you're right, if you have wife/kids/anybody depending on you, then it's not the way to go. In your case, I would focus on being honest with yourself and force yourself to think hard what's going to bring money. In my opinion, "do what you like and money will come" is bullshit. Your first goal is financial independence. All your ideas probably have various degrees of how they can be monetized. Some of your ideas might be that "really cool thing" that you like working on, but deep inside you know chances of it making money will be lottery-like (yet another todo-list, a video game, the next cool social network, etc). Your most boring idea that's a lot of pain in the ass to work on will probably be the most successful one.