Nice entry for this challenge and it looks like the CW tag is working, you got a lot of helpful comments during voting.
The very first thing I noticed is that is face is covered. At least his mouth is showing but if his entire face was visible the picture would have much more emotion and connect to everyone who has been in a situation like this.
I like the mountains in the back. I realize it probably wasn't possible but would have liked the background to be less cluttered, the houses, basketball court and some of the ramps. As someone else suggested a lower angle would help to isolate your subject.
Good idea for a shot, and I love the title. The composition could be improved however... I wish there was more separation between him and the background, it looks like he is needing on the fence. Perhaps a different point of view, from lower on the ground, looking up at him into the sky, would provide that separation.
Cool shot :) My only critique is the kids shoe is touching the fence which slightly un-seperates him from the background... its a little distracting once you notice it.
Not easy to have much of a choice on a shot like this though.
As you've effectively asked for comments, here's mine:
I've given you a 6 because I like this. You've captured a good moment in time; it's in focus and exposed well and most importantly, it's interesting. My only wonder is could you have captured this from a lower angle? and got your subject isolated against the sky instead of half in front of the background.
I hope this is the sort of comment you were looking for.
This is such a cool shot and a fantastic background. I think this could be just a bit better if the shot were taken from just a bit lower to just move the foot above the rail in the background.