I think you need to chill a little... I don't see it as a claim at all. More of a motivational example of what he did to get himself able to ski. He isn't stating he's rich, he said he was broke, then got a job, worked his ass off, and the reward is being able to ski.
He's stoked that he can go, because it's all his own hard work that's letting him go. You say not everyone has jobs. Very true. So why not go get one if you're broke, then be able to pay for camp or skiing? It's not hard to find a job, or work your ass off. I did this myself last season and it was extremely rewarding. Just get off your ass and work for it if you want it so bad. That's the message I got, not some gloating claimfest that you seem to think it is...