I'd recommend you talk to your family doctor about this one, or at least the school nurse.

My stepdaughter has also had some weight issues, but we didn't want her to feel self-conscious about her body image. However, when the doctor returned alarmingly high cholesterol results, we focused on healthier eating and exercise, and the weight began coming off as a result.

Again, if you're worried about appropriate goals (and how will he feel if doesn't meet them?) I'd advise talking to an expert rather than internet advice, and crafting health goals that are focused on healthy lifestyles than either numbers on a scale or images in a mirror.

One book we bought to help with the kids' eating habits (which is hard since my 11-year-old son is scrawny and eats anything and everything, my 13-year-old stepdaughter goes on strange diet fads even though she is pretty healthy and fit, and my 9-year-old stepdaughter has the cholesterol issue and a fear of exercise due to childhood asthma) is "Eat This Not That For Kids." It walks you through smarter choices in the kids meals realm when dining out, and also in the grocery store. It's a great way (with lots of pictures) to help kids figure out what healthier choices are and why. It makes the kids feel like they have power over their own choices.

The "Eat This Not That For Kids" book - which my son and I read pretty thoroughly this past weekend - says that there's no reason for kids to be drinking anything but water and milk. It's really an eye-opening resource, including tidbits like the fact that portion sizes have really grown in the last few decades, and that high fructose corn syrup is being added to nearly everything these days to appeal to sweeter palates. My 11-year-old read through it this weekend and when I asked where he wanted to eat lunch while we were out he chose Subway "because it was the only place in the book that was rated an A." He's naturally a pretty healthy eater but I always think it's good to be informed about what you're consuming, child or adult.