I probably wouldn't working in the field today, that's for sure.
Selling your parents on a single $99 purchase is a lot easier than trying to sell a $5 purchase every week. 'Tis just the way it is.
jarin below mentions he wouldn't hesitate buying his kid Xcode for $5... that only works if the parent is in the field also. How many, say, accountants or lawyers would buy their precocious coder-child a bunch of tools or understand the importance of it?
Today, a teenager would say, "What's a paper route?"
So not only did that lead to me being a programmer for a living, I got some negotiation skills out of it too.
iTMS cards are purchasable at every 7-Eleven and nearly every major supermarket, Wal-Mart, Meijer, Target or what-have-you in the USA. You can buy Xcode with $5 in nickles if you have access to a Coinstar machine.
Let's be realistic, the hardware demands are much more serious than $5 on an iTunes card. The problem here is the message Apple is sending.
Outside the USA, what do you do?