I don't know, I actually like the shot. It's not a technically wonderful shot, as you yourself have mentioned, The Losing Kind, but it has a sort of appeal to me that can't really be contained within technicalities. Maybe it's because the picture, as Roger touched on, gives the 'self-conscious' feeling, and I can relate to that, so the picture speaks to me on that level. But I also like the dark look of the shot, because that also speaks to me. There are some shots, like this, that might not strike some as 'good shots' because of the shot's technical issues or whatnot, but to the people shots like this hit, they hit hard. So, with all that being said, I like it, and I'll be interested to see more of your work.
-Jeremy