To answer the question posed in the title of the thread--what do YOU think about winning money? If YOU think it's ok, it is. If you don't, it isn't, and you won't win much anyway. We can only do what we allow ourselves to do.
Looking deeper into it, I wonder if part of your dilemma might be the word "work." If what you're doing seems like "work" (as in, four-letter word), maybe you should look into finding something to do that you love so much, you almost forget you're being paid for it. There are lots of resources for finding out what that might be, but the simplest and best is just to think about what it is you love doing the most when you're not at work, then finding ways to incorporate that into a "job" (or calling). I don't have the AFL program, so I don't know if something like this might be included, but if not, consider the "Passion Test" or one several other programs that do the same thing.
