"Stick to your own league" is the wrong message to be giving DJs, I agree.
However, there is an element of truth in there. Let's face it guys - most of us know how hypocritical women are when it comes to looks. Yes, they give a little more weight to your personality, but if they don't find you physically attractive from the start you've got a tough fight on your hands.
As well, regardless of your looks, when first starting out you're nervous, inexperienced etc. Or similarly if you are having a dry spell and that desperation may be creeping in. In either scenario your game isn't going to bag you a HB. It's very unlikely. Be realistic.
I have a friend, who isn't pig ugly, but isn't stunning either. He dresses ok but not exactly stylish. He has no clue how to approach women, or what to say if he did. He has absolutely no interest in a woman he could actually succeed with, and no willpower/confidence to approach women he is attracted to. He knows, as I do, what the outcome would be. This guy, seeing no middle ground, and laughing off the concept of this website, has pretty much sworn himself off women for the last 2 years and the forseeable future.
Now why the hell should he miss out on ANY fun at all? If he could just swallow his fuxking pride he would at least still be getting laid. In the process he could be learning skills to get him a better looking chick next time. If I go through a dry spell I'm not too proud to screw someone below my standards. Keeps everything in working order. Gives the whole range of your skills a little excersise.
So yes, saying "stick to your own league" implies that you can never do any better. Ugs for Ugs. This is obviously wrong, as I said. I interpret it slightly differently, however. Don't be too proud to start low and work up. I think this is good advice for people like my friend, who set the first rung on their ladder too high and never get off the starting block.